What is the best way to travel from Houston to Chicago?
Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from Houston. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 5 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from Houston?
You can get to Chicago with just $67 by taking a Flight from Frontier Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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American Airlines2h 49m08:12 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/2/2026 8:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 11:01:00 PM. 50 Economy ticket for $95 per person are available. Travel duration is 2h 49m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/2/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 11:01:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/2/2026 5:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 7:53:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 53m
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American Airlines2h 25m08:40 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/2/2026 8:40:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 11:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 2h 25m
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American Airlines7h 22m04:15 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:37 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/2/2026 4:15:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 11:37:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 7h 22m
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Frontier Airlines10h 50m011:12 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/2/2026 11:12:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 10:02:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 10h 50m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/2/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 5:20:00 AM. 50 Economy ticket for $109 per person are available. Travel duration is 33h 30m
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FlixBus39h 10m08:40 AMHoustonUptown/Upper Kirby11:50 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/2/2026 8:40:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 11:50:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 39h 10m
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Greyhound US34h 25m06:55 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/2/2026 6:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 5:20:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 34h 25m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/2/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 6:35:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 34h 20m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/2/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 11:35:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 41h 0m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 11:01:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 53m
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Frontier Airlines5h 24m05:45 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 5:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 11:09:00 AM. 50 Economy ticket for $203 per person are available. Travel duration is 5h 24m
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Frontier Airlines10h 50m011:12 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 11:12:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 10:02:00 PM. 50 Economy ticket for $209 per person are available. Travel duration is 10h 50m
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Viva Aerobus12h 47m011:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 11:47:00 PM. 50 Economy ticket for $431 per person are available. Travel duration is 12h 47m
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Volaris11h 50m012:05 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 12:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 11:55:00 PM. 50 Economy ticket for $440 per person are available. Travel duration is 11h 50m
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FlixBus41h 55m011:25 AMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/3/2026 11:25:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:20:00 AM. 50 Economy ticket for $97 per person are available. Travel duration is 41h 55m
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FlixBus39h 10m08:40 AMHoustonUptown/Upper Kirby11:50 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/3/2026 8:40:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:50:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 39h 10m
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Greyhound US33h 25m02:10 PMHoustonHarrisburg Blvd Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/3/2026 2:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:35:00 PM. 50 Economy ticket for $133 per person are available. Travel duration is 33h 25m
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Greyhound US34h 25m06:55 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/3/2026 6:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:20:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 34h 25m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/3/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:35:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 41h 0m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
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FlixBus38h 40m02:40 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/4/2026 2:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 5:20:00 AM. 50 Economy ticket for $100 per person are available. Travel duration is 38h 40m
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Greyhound US27h 30m01:50 AMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/4/2026 1:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:20:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 27h 30m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/4/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 6:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 34h 20m
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Greyhound US33h 25m02:10 PMHoustonHarrisburg Blvd Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/4/2026 2:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 11:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 33h 25m
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FlixBus33h 40m08:55 AMHoustonUptown/Upper Kirby6:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/4/2026 8:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 6:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 33h 40m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 11:01:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 2h 49m
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Frontier Airlines16h 2m06:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/4/2026 10:02:00 PM. 50 Economy ticket for $122 per person are available. Travel duration is 16h 2m
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Frontier Airlines26h 0m08:02 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 8:02:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 10:02:00 PM. 50 Economy ticket for $140 per person are available. Travel duration is 26h 0m
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Frontier Airlines15h 7m08:02 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 8:02:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 11:09:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 15h 7m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 7:57:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 2h 53m
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Sun Country Airlines22h 54m06:30 PMWilliam P. Hobby AirportWilliam P. Hobby Airport5:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/4/2026 6:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 5:24:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 22h 54m
Cheapest Buses Thursday
Cheapest Flights Thursday
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FlixBus34h 35m01:15 PMHoustonUptown/Upper Kirby11:50 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/5/2026 1:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 11:50:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 34h 35m
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FlixBus33h 40m08:55 AMHoustonUptown/Upper Kirby6:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/5/2026 8:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 6:35:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 33h 40m
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Greyhound US31h 20m010:00 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/5/2026 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 5:20:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 31h 20m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/5/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 6:35:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 34h 20m
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Valley Transit49h 25m06:35 AMHoustonSW Agencia Autobuses8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/5/2026 6:35:00 AM to Canal & Van Buren, Chicago (USA) arriving at 6/7/2026 8:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 49h 25m
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American Airlines2h 49m08:12 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/5/2026 8:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 11:01:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 2h 49m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 11:01:00 PM. 50 Economy ticket for $166 per person are available. Travel duration is 2h 49m
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American Airlines5h 51m06:48 PMWilliam P. Hobby AirportWilliam P. Hobby Airport12:39 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/5/2026 6:48:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 12:39:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 5h 51m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 7:57:00 AM. 50 Economy ticket for $202 per person are available. Travel duration is 2h 53m
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Frontier Airlines5h 24m05:45 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 5:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 11:09:00 AM. 50 Economy ticket for $228 per person are available. Travel duration is 5h 24m
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Frontier Airlines10h 50m011:12 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 11:12:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 10:02:00 PM. 50 Economy ticket for $233 per person are available. Travel duration is 10h 50m
Cheapest Buses Friday
Cheapest Flights Friday
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United Airlines2h 48m02:40 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport5:28 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 2:40:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 5:28:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 2h 48m
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American Airlines2h 50m011:08 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport1:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 11:08:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 1:58:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 2h 50m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 11:01:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 2h 49m
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Frontier Airlines15h 47m06:15 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 6:15:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 10:02:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 15h 47m
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Frontier Airlines11h 10m010:52 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 10:52:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 10:02:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 11h 10m
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Frontier Airlines14h 15m08:57 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 8:57:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 11:12:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 14h 15m
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Greyhound US27h 30m01:50 AMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/6/2026 1:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 5:20:00 AM. 50 Economy ticket for $112 per person are available. Travel duration is 27h 30m
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Greyhound US34h 25m06:55 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/6/2026 6:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:20:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 34h 25m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/6/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 11:35:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 41h 0m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/6/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:20:00 AM. 50 Economy ticket for $114 per person are available. Travel duration is 33h 30m
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FlixBus34h 20m01:15 PMHoustonDowntown Houston11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Downtown Houston, Houston (USA) at 6/6/2026 1:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 11:35:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 34h 20m
Cheapest Flights Saturday
Cheapest Buses Saturday
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Greyhound US27h 30m01:50 AMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/7/2026 1:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:20:00 AM. 50 Economy ticket for $111 per person are available. Travel duration is 27h 30m
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Greyhound US37h 5m010:00 PMHoustonHarrisburg Blvd Station11:05 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/7/2026 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 11:05:00 AM. 50 Economy ticket for $111 per person are available. Travel duration is 37h 5m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/7/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 5:20:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 33h 30m
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FlixBus33h 45m07:35 PMHoustonDowntown Houston5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Downtown Houston, Houston (USA) at 6/7/2026 7:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 5:20:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 33h 45m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/7/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 11:35:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 41h 0m
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American Airlines19h 34m07:14 PMWilliam P. Hobby AirportWilliam P. Hobby Airport2:48 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/7/2026 7:14:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 2:48:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 19h 34m
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American Airlines2h 49m08:12 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/7/2026 8:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 11:01:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 2h 49m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 11:01:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 2h 49m
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Allegiant Air19h 34m07:14 PMWilliam P. Hobby AirportWilliam P. Hobby Airport2:48 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/7/2026 7:14:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 2:48:00 PM. 50 Economy ticket for $170 per person are available. Travel duration is 19h 34m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 7:57:00 AM. 50 Economy ticket for $202 per person are available. Travel duration is 2h 53m
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Sun Country Airlines23h 22m06:47 PMWilliam P. Hobby AirportWilliam P. Hobby Airport6:09 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/7/2026 6:47:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 6:09:00 PM. 50 Economy ticket for $270 per person are available. Travel duration is 23h 22m
Cheapest Buses Sunday
Cheapest Flights Sunday
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 11:01:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 7:57:00 AM. 50 Economy ticket for $98 per person are available. Travel duration is 2h 53m
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Frontier Airlines14h 22m08:50 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 8:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/9/2026 11:12:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 14h 22m
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Frontier Airlines25h 21m08:50 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:11 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 8:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/9/2026 10:11:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 25h 21m
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Frontier Airlines24h 0m011:12 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 11:12:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/9/2026 11:12:00 AM. 50 Economy ticket for $178 per person are available. Travel duration is 24h 0m
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JetBlue Airways11h 2m011:56 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 11:56:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 10:58:00 PM. 50 Economy ticket for $313 per person are available. Travel duration is 11h 2m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/8/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 6:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 34h 20m
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Greyhound US37h 5m010:00 PMHoustonHarrisburg Blvd Station11:05 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/8/2026 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 11:05:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 37h 5m
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FlixBus33h 40m08:55 AMHoustonUptown/Upper Kirby6:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/8/2026 8:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 6:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 33h 40m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/8/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 5:20:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 33h 30m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/8/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 11:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 41h 0m
Cheapest Flights Monday
Cheapest Buses Monday
What are the fastest trips from Houston to Chicago?
You can get to Chicago from Houston in just 2h 25m with a Flight from American Airlines. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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American Airlines2h 25m08:40 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/2/2026 8:40:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 11:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 2h 25m
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American Airlines2h 49m08:12 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/2/2026 8:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 11:01:00 PM. 50 Economy ticket for $95 per person are available. Travel duration is 2h 49m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/2/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 11:01:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/2/2026 5:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/2/2026 7:53:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 53m
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American Airlines7h 22m04:15 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:37 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/2/2026 4:15:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 11:37:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 7h 22m
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Frontier Airlines10h 50m011:12 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/2/2026 11:12:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/2/2026 10:02:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 10h 50m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/2/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 5:20:00 AM. 50 Economy ticket for $109 per person are available. Travel duration is 33h 30m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/2/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 6:35:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 34h 20m
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Greyhound US34h 25m06:55 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/2/2026 6:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 5:20:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 34h 25m
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FlixBus39h 10m08:40 AMHoustonUptown/Upper Kirby11:50 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/2/2026 8:40:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 11:50:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 39h 10m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/2/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/3/2026 11:35:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 41h 0m
Fastest Flights Tuesday
Fastest Buses Tuesday
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 11:01:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 53m
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Frontier Airlines5h 24m05:45 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 5:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 11:09:00 AM. 50 Economy ticket for $203 per person are available. Travel duration is 5h 24m
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Frontier Airlines10h 50m011:12 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 11:12:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/3/2026 10:02:00 PM. 50 Economy ticket for $209 per person are available. Travel duration is 10h 50m
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JetBlue Airways11h 2m011:56 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 11:56:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 10:58:00 PM. 50 Economy ticket for $517 per person are available. Travel duration is 11h 2m
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Volaris11h 50m012:05 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/3/2026 12:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/3/2026 11:55:00 PM. 50 Economy ticket for $440 per person are available. Travel duration is 11h 50m
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Greyhound US33h 25m02:10 PMHoustonHarrisburg Blvd Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/3/2026 2:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:35:00 PM. 50 Economy ticket for $133 per person are available. Travel duration is 33h 25m
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Greyhound US34h 25m06:55 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/3/2026 6:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:20:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 34h 25m
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FlixBus39h 10m08:40 AMHoustonUptown/Upper Kirby11:50 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/3/2026 8:40:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:50:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 39h 10m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/3/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/4/2026 11:35:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 41h 0m
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FlixBus41h 55m011:25 AMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/3/2026 11:25:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:20:00 AM. 50 Economy ticket for $97 per person are available. Travel duration is 41h 55m
Fastest Flights Wednesday
Fastest Buses Wednesday
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 11:01:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 7:57:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 2h 53m
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Viva Aerobus9h 14m010:20 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:34 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 10:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/4/2026 7:34:00 PM. 50 Economy ticket for $404 per person are available. Travel duration is 9h 14m
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Viva Aerobus12h 47m011:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/4/2026 11:47:00 PM. 50 Economy ticket for $348 per person are available. Travel duration is 12h 47m
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Volaris14h 0m08:55 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 8:55:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 10:55:00 AM. 50 Economy ticket for $331 per person are available. Travel duration is 14h 0m
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Frontier Airlines15h 7m08:02 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/4/2026 8:02:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 11:09:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 15h 7m
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Greyhound US27h 30m01:50 AMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/4/2026 1:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 5:20:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 27h 30m
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Greyhound US33h 25m02:10 PMHoustonHarrisburg Blvd Station11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/4/2026 2:10:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 11:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 33h 25m
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FlixBus33h 40m08:55 AMHoustonUptown/Upper Kirby6:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/4/2026 8:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 6:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 33h 40m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/4/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/5/2026 6:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 34h 20m
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FlixBus38h 40m02:40 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/4/2026 2:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 5:20:00 AM. 50 Economy ticket for $100 per person are available. Travel duration is 38h 40m
Fastest Flights Thursday
Fastest Buses Thursday
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American Airlines2h 49m08:12 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/5/2026 8:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 11:01:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 2h 49m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 11:01:00 PM. 50 Economy ticket for $166 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/5/2026 7:57:00 AM. 50 Economy ticket for $202 per person are available. Travel duration is 2h 53m
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Frontier Airlines5h 24m05:45 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:09 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 5:45:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 11:09:00 AM. 50 Economy ticket for $228 per person are available. Travel duration is 5h 24m
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American Airlines5h 51m06:48 PMWilliam P. Hobby AirportWilliam P. Hobby Airport12:39 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/5/2026 6:48:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 12:39:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 5h 51m
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Viva Aerobus8h 44m010:20 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:04 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/5/2026 10:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/5/2026 7:04:00 PM. 50 Economy ticket for $378 per person are available. Travel duration is 8h 44m
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Greyhound US31h 20m010:00 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/5/2026 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 5:20:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 31h 20m
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FlixBus33h 40m08:55 AMHoustonUptown/Upper Kirby6:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/5/2026 8:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 6:35:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 33h 40m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/5/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 6:35:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 34h 20m
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FlixBus34h 35m01:15 PMHoustonUptown/Upper Kirby11:50 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/5/2026 1:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/6/2026 11:50:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 34h 35m
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Valley Transit49h 25m06:35 AMHoustonSW Agencia Autobuses8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/5/2026 6:35:00 AM to Canal & Van Buren, Chicago (USA) arriving at 6/7/2026 8:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 49h 25m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines2h 48m02:40 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport5:28 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 2:40:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 5:28:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 2h 48m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 11:01:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 2h 49m
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American Airlines2h 50m011:08 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport1:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 11:08:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 1:58:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 2h 50m
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JetBlue Airways11h 0m011:56 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:56 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 11:56:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 10:56:00 PM. 50 Economy ticket for $317 per person are available. Travel duration is 11h 0m
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Frontier Airlines11h 10m010:52 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 10:52:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/6/2026 10:02:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 11h 10m
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Viva Aerobus12h 47m011:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/6/2026 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/6/2026 11:47:00 PM. 50 Economy ticket for $358 per person are available. Travel duration is 12h 47m
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Greyhound US27h 30m01:50 AMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/6/2026 1:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 5:20:00 AM. 50 Economy ticket for $112 per person are available. Travel duration is 27h 30m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/6/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:20:00 AM. 50 Economy ticket for $114 per person are available. Travel duration is 33h 30m
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FlixBus34h 20m01:15 PMHoustonDowntown Houston11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Downtown Houston, Houston (USA) at 6/6/2026 1:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 11:35:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 34h 20m
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Greyhound US34h 25m06:55 PMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/6/2026 6:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:20:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 34h 25m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/6/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/7/2026 11:35:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 41h 0m
Fastest Flights Saturday
Fastest Buses Saturday
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American Airlines2h 49m08:12 PMWilliam P. Hobby AirportWilliam P. Hobby Airport11:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from American Airlines goes from William P. Hobby Airport, William P. Hobby Airport (USA) at 6/7/2026 8:12:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 11:01:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 2h 49m
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 11:01:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 7:57:00 AM. 50 Economy ticket for $202 per person are available. Travel duration is 2h 53m
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Volaris11h 50m012:05 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 12:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/7/2026 11:55:00 PM. 50 Economy ticket for $355 per person are available. Travel duration is 11h 50m
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Frontier Airlines16h 2m06:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:02 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/7/2026 10:02:00 PM. 50 Economy ticket for $407 per person are available. Travel duration is 16h 2m
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Viva Aerobus18h 52m011:00 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport5:52 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/7/2026 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 5:52:00 AM. 50 Economy ticket for $374 per person are available. Travel duration is 18h 52m
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Greyhound US27h 30m01:50 AMHoustonHarrisburg Blvd Station5:20 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/7/2026 1:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 5:20:00 AM. 50 Economy ticket for $111 per person are available. Travel duration is 27h 30m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/7/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 5:20:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 33h 30m
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FlixBus33h 45m07:35 PMHoustonDowntown Houston5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Downtown Houston, Houston (USA) at 6/7/2026 7:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 5:20:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 33h 45m
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Greyhound US37h 5m010:00 PMHoustonHarrisburg Blvd Station11:05 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/7/2026 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 11:05:00 AM. 50 Economy ticket for $111 per person are available. Travel duration is 37h 5m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/7/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/8/2026 11:35:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 41h 0m
Fastest Flights Sunday
Fastest Buses Sunday
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Frontier Airlines2h 49m08:12 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 8:12:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 11:01:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 2h 49m
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United Airlines2h 53m05:04 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 5:04:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 7:57:00 AM. 50 Economy ticket for $98 per person are available. Travel duration is 2h 53m
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Skyscanner4h 37m012:25 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport5:02 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 12:25:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 5:02:00 PM. 50 Economy ticket for $550 per person are available. Travel duration is 4h 37m
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Viva Aerobus8h 44m010:20 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport7:04 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Viva Aerobus goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 10:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/8/2026 7:04:00 PM. 50 Economy ticket for $444 per person are available. Travel duration is 8h 44m
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JetBlue Airways11h 2m011:56 AMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport10:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 11:56:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 6/8/2026 10:58:00 PM. 50 Economy ticket for $313 per person are available. Travel duration is 11h 2m
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Frontier Airlines14h 22m08:50 PMGeorge Bush Intercontinental Houston AirportGeorge Bush Intercontinental Houston Airport11:12 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from George Bush Intercontinental Houston Airport, George Bush Intercontinental Houston Airport (USA) at 6/8/2026 8:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 6/9/2026 11:12:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 14h 22m
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FlixBus33h 30m07:50 PMHoustonUptown/Upper Kirby5:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/8/2026 7:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 5:20:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 33h 30m
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FlixBus33h 40m08:55 AMHoustonUptown/Upper Kirby6:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Uptown/Upper Kirby, Houston (USA) at 6/8/2026 8:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 6:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 33h 40m
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Greyhound US34h 20m08:15 AMHoustonHarrisburg Blvd Station6:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/8/2026 8:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 6:35:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 34h 20m
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Greyhound US37h 5m010:00 PMHoustonHarrisburg Blvd Station11:05 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Harrisburg Blvd Station, Houston (USA) at 6/8/2026 10:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 6/10/2026 11:05:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 37h 5m
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Valley Transit41h 0m06:35 AMHoustonSW Agencia Autobuses11:35 PMChicago95th Red Line Station0EconomyA Bus from Valley Transit goes from SW Agencia Autobuses, Houston (USA) at 6/8/2026 6:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 6/9/2026 11:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 41h 0m
Fastest Flights Monday
Fastest Buses Monday
Here you will find all operators and timetables for a
Bus from Houston to Chicago
What are the most popular stations in Houston and Chicago?
In Houston, you will usually depart from Hillcroft METRO Park and Ride Bus Station, Lockwood or Main St & Airline Dr, while in Chicago you will be arriving at California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Chicago from Houston? With 14 connections between 5 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Houston and Chicago, you can pay as low as $67 with a Flight from Frontier Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from American Airlines: you will get to Chicago in just 2h 25m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Houston and Chicago are Frontier Airlines, Greyhound US and FlixBus, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Houston and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from West University Place, TX or to Cicero, IL, and look at flights from William P. Hobby Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from Houston to Chicago?
The most popular companies between Houston and Chicago, are Frontier Airlines, Greyhound US and FlixBus. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US, FlixBus and Valley Transit
Airlines: Frontier Airlines, Viva Aerobus, American Airlines and 7 more.
All you need to know when you travel from Houston to Chicago
Check all information on comfort and services on all modes of transports from Houston to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Houston to Chicago
How can I reach Chicago from Houston?
Every day, there are on average 14 connections between Flight and Bus, with which you can get to Chicago from Houston.
How far is Chicago from Houston?
The distance between Houston and Chicago is 942.5 miles.
What is the most ecofriendly mode of transport between Houston and Chicago?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 41 kgs of CO2, a train 53 kgs, a car 258 kgs, and a flight 373 kgs.
What is the cheapest mode of transport from Houston to Chicago?
You can get to Chicago with just $67 by taking a Flight from Frontier Airlines.
What is the fastest way to get from Houston to Chicago?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 2h 25m with a Flight from American Airlines.
More routes to Houston and to Chicago
Looking for more options? Here you can see the most popular routes to Houston and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
