What is the best way to travel from New York to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from New York. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from New York?
You can get to Chicago with just $89 by taking a Flight from Spirit 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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Spirit Airlines2h 30m08:41 PMLaGuardia AirportLaGuardia Airport10:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/13/2025 8:41:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 10:11:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 57m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 72:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 1:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 2:57:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 2h 57m
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Frontier Airlines12h 22m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:22 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/13/2025 9:22:00 PM. 50 Economy ticket for $157 per person are available. Travel duration is 12h 22m
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Frontier Airlines17h 30m06:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/13/2025 10:30:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 17h 30m
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JetBlue Airways2h 52m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:52 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 9:52:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 52m
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United Airlines2h 42m06:15 AMLaGuardia AirportLaGuardia Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/13/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 42m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/13/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/13/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 20h 25m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/13/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 8:05:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 22h 15m
Cheapest Flights Saturday
Cheapest Buses Saturday
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Spirit Airlines11h 43m011:05 AMNewark AirportNewark Airport9:48 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/14/2025 11:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 9:48:00 PM. 50 Economy ticket for $133 per person are available. Travel duration is 11h 43m
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/14/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 1:01:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 2h 31m
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JetBlue Airways2h 52m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:52 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/14/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 9:52:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 52m
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United Airlines2h 42m06:15 AMLaGuardia AirportLaGuardia Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/14/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 42m
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Frontier Airlines10h 24m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/14/2025 1:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 10:24:00 PM. 50 Economy ticket for $174 per person are available. Travel duration is 10h 24m
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Frontier Airlines6h 12m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/14/2025 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 6:12:00 PM. 50 Economy ticket for $311 per person are available. Travel duration is 6h 12m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/14/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/14/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 20h 25m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/14/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 11:00:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 25h 10m
Cheapest Flights Sunday
Cheapest Buses Sunday
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Greyhound US23h 5m09:55 AMNew YorkPort Authority Bus Terminal8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/15/2025 9:55:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/16/2025 8:00:00 AM. 50 Economy ticket for $146 per person are available. Travel duration is 23h 5m
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FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/15/2025 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 8:05:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 25h 20m
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FlixBus26h 5m07:00 PMNew York11 Av/W 34 St Bus Stop8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 12/15/2025 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 8:05:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 26h 5m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/15/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/16/2025 8:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 27h 10m
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Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/15/2025 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 12/16/2025 2:10:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 25h 35m
Cheapest Buses Monday
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Spirit Airlines2h 30m08:41 PMLaGuardia AirportLaGuardia Airport10:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/16/2025 8:41:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 10:11:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/16/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/16/2025 1:01:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 2h 31m
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Frontier Airlines11h 16m010:30 PMNewark AirportNewark Airport8:46 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/16/2025 10:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/17/2025 8:46:00 AM. 50 Economy ticket for $137 per person are available. Travel duration is 11h 16m
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United Airlines2h 42m06:15 AMLaGuardia AirportLaGuardia Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/16/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 42m
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American Airlines2h 49m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/16/2025 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 10:49:00 AM. 50 Economy ticket for $216 per person are available. Travel duration is 2h 49m
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Skyscanner2h 46m01:56 PMNewark AirportNewark Airport3:42 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Newark Airport, Newark Airport (USA) at 12/16/2025 1:56:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 3:42:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 2h 46m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/16/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 25h 10m
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FlixBus31h 15m04:45 PMNew York11 Av/W 34 St Bus Stop11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 12/16/2025 4:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 31h 15m
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FlixBus26h 45m09:15 PMNew YorkChinatown11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/16/2025 9:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 26h 45m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/16/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $149 per person are available. Travel duration is 28h 0m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/17/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 6:10:00 AM. 50 Economy ticket for $116 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/17/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 6:10:00 AM. 50 Economy ticket for $116 per person are available. Travel duration is 20h 25m
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Greyhound US24h 50m05:50 AMNew YorkG. Washington Bridge Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/17/2025 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 5:40:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 24h 50m
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Greyhound US22h 45m03:40 PMNew YorkPort Authority Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/17/2025 3:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 1:25:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 22h 45m
Cheapest Buses Wednesday
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/18/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/18/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 20h 25m
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Greyhound US25h 20m05:50 AMNew YorkG. Washington Bridge Bus Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/18/2025 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 25h 20m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/18/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/19/2025 8:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 27h 10m
Cheapest Buses Thursday
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/19/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 20h 25m
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FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 5:40:00 AM. 50 Economy ticket for $150 per person are available. Travel duration is 20h 40m
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Greyhound US25h 20m05:50 AMNew YorkG. Washington Bridge Bus Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $164 per person are available. Travel duration is 25h 20m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 5:50:00 AM to Union Station, Chicago (USA) arriving at 12/20/2025 8:00:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 27h 10m
Cheapest Buses Friday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 30m with a Flight from Spirit 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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Spirit Airlines2h 30m08:41 PMLaGuardia AirportLaGuardia Airport10:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/13/2025 8:41:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 10:11:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 30m
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United Airlines2h 42m06:15 AMLaGuardia AirportLaGuardia Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/13/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 42m
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JetBlue Airways2h 52m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:52 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 9:52:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 52m
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Frontier Airlines2h 57m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 72:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 1:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/13/2025 2:57:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 2h 57m
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Spirit Airlines11h 30m012:00 PMNewark AirportNewark Airport10:30 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/13/2025 12:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/13/2025 10:30:00 PM. 50 Economy ticket for $308 per person are available. Travel duration is 11h 30m
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Frontier Airlines12h 22m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:22 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/13/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/13/2025 9:22:00 PM. 50 Economy ticket for $157 per person are available. Travel duration is 12h 22m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/13/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/13/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 21h 10m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/13/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 8:05:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 22h 15m
Fastest Flights Saturday
Fastest Buses Saturday
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/14/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 1:01:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 2h 31m
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United Airlines2h 42m06:15 AMLaGuardia AirportLaGuardia Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/14/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 42m
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JetBlue Airways2h 52m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:52 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/14/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 9:52:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 52m
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Frontier Airlines6h 12m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/14/2025 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/14/2025 6:12:00 PM. 50 Economy ticket for $311 per person are available. Travel duration is 6h 12m
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Frontier Airlines10h 24m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/14/2025 1:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/14/2025 10:24:00 PM. 50 Economy ticket for $174 per person are available. Travel duration is 10h 24m
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Alaska Airlines11h 22m07:59 PMNewark AirportNewark Airport6:21 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Newark Airport, Newark Airport (USA) at 12/14/2025 7:59:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/15/2025 6:21:00 AM. 50 Economy ticket for $646 per person are available. Travel duration is 11h 22m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/14/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/14/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/15/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 21h 10m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/14/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/15/2025 11:00:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 25h 10m
Fastest Flights Sunday
Fastest Buses Sunday
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Greyhound US23h 5m09:55 AMNew YorkPort Authority Bus Terminal8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/15/2025 9:55:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/16/2025 8:00:00 AM. 50 Economy ticket for $146 per person are available. Travel duration is 23h 5m
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FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/15/2025 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 8:05:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 25h 20m
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Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/15/2025 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 12/16/2025 2:10:00 PM. 50 Economy ticket for $147 per person are available. Travel duration is 25h 35m
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FlixBus26h 5m07:00 PMNew York11 Av/W 34 St Bus Stop8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 12/15/2025 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/16/2025 8:05:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 26h 5m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/15/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/16/2025 8:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 27h 10m
Fastest Buses Monday
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Spirit Airlines2h 30m08:41 PMLaGuardia AirportLaGuardia Airport10:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/16/2025 8:41:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 10:11:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/16/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/16/2025 1:01:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 2h 31m
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United Airlines2h 42m06:15 AMLaGuardia AirportLaGuardia Airport7:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/16/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 7:57:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 2h 42m
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Skyscanner2h 46m01:56 PMNewark AirportNewark Airport3:42 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Newark Airport, Newark Airport (USA) at 12/16/2025 1:56:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 3:42:00 PM. 50 Economy ticket for $219 per person are available. Travel duration is 2h 46m
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American Airlines2h 49m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/16/2025 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 10:49:00 AM. 50 Economy ticket for $216 per person are available. Travel duration is 2h 49m
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JetBlue Airways5h 5m06:30 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:35 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/16/2025 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/16/2025 10:35:00 AM. 50 Economy ticket for $221 per person are available. Travel duration is 5h 5m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/16/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 25h 10m
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FlixBus26h 45m09:15 PMNew YorkChinatown11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/16/2025 9:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $146 per person are available. Travel duration is 26h 45m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/16/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $149 per person are available. Travel duration is 28h 0m
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FlixBus31h 15m04:45 PMNew York11 Av/W 34 St Bus Stop11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 12/16/2025 4:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/17/2025 11:00:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 31h 15m
Fastest Flights Tuesday
Fastest Buses Tuesday
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/17/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 6:10:00 AM. 50 Economy ticket for $116 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/17/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/18/2025 6:10:00 AM. 50 Economy ticket for $116 per person are available. Travel duration is 21h 10m
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Greyhound US22h 45m03:40 PMNew YorkPort Authority Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/17/2025 3:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 1:25:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 22h 45m
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Greyhound US24h 50m05:50 AMNew YorkG. Washington Bridge Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/17/2025 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/18/2025 5:40:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 24h 50m
Fastest Buses Wednesday
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/18/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/18/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $120 per person are available. Travel duration is 21h 10m
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Greyhound US25h 20m05:50 AMNew YorkG. Washington Bridge Bus Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/18/2025 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 25h 20m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/18/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/19/2025 8:00:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 27h 10m
Fastest Buses Thursday
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/19/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 20h 25m
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FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 5:40:00 AM. 50 Economy ticket for $150 per person are available. Travel duration is 20h 40m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $139 per person are available. Travel duration is 21h 10m
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Greyhound US25h 20m05:50 AMNew YorkG. Washington Bridge Bus Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $164 per person are available. Travel duration is 25h 20m
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Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 5:50:00 AM to Union Station, Chicago (USA) arriving at 12/20/2025 8:00:00 AM. 50 Economy ticket for $176 per person are available. Travel duration is 27h 10m
Fastest Buses Friday
Here you will find all operators and timetables for a
Bus from New York to Chicago
What are the most popular stations in New York and Chicago?
In New York, you will usually depart from 31st & 8th Ave, Port Authority Bus Terminal or East Broadway, 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 New York? With 9 connections between 2 Bus and Flight 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 New York and Chicago, you can pay as low as $89 with a Flight from Spirit 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 Spirit Airlines: you will get to Chicago in just 2h 30m.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 New York and Chicago are FlixBus, Greyhound US and Frontier Airlines, 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 New York 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 Jersey City or to Cicero, IL, and look at flights from John F. Kennedy 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 New York to Chicago?
The most popular companies between New York and Chicago, are FlixBus, Greyhound US and Frontier Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Frontier Airlines, Spirit Airlines, JetBlue Airways and 7 more.
All you need to know when you travel from New York to Chicago
Check all information on comfort and services on all modes of transports from New York 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 New York to Chicago
How can I reach Chicago from New York?
Every day, there are on average 9 connections between Bus and Flight, with which you can get to Chicago from New York.
How far is Chicago from New York?
The distance between New York and Chicago is 711.5 miles.
What is the most ecofriendly mode of transport between New York 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 31 kgs of CO2, a train 40 kgs, a car 195 kgs, and a flight 282 kgs.
What is the cheapest mode of transport from New York to Chicago?
You can get to Chicago with just $89 by taking a Flight from Spirit Airlines.
What is the fastest way to get from New York 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 30m with a Flight from Spirit Airlines.
More routes to New York and to Chicago
Looking for more options? Here you can see the most popular routes to New York and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to New York
- Atlanta, GA to New York
- Boston, MA to New York
- Buffalo Airport to New York
- Buffalo, NY to New York
- Charlotte to New York
- Chicago to New York
- Cincinnati to New York
- Cleveland to New York
- Columbus, OH to New York
- Fairfax, VA to New York
- Greensboro, NC to New York
- Jacksonville, FL to New York
- Manassas, VA to New York
- Montreal to New York
- Norfolk, VA to New York
- North Charleston, SC to New York
- Orlando, FL to New York
- Ottawa, ON to New York
- Pittsburgh to New York
- Raleigh, NC to New York
- San Antonio, TX to New York
- Tampa to New York
- Toronto, ON to New York
- Washington, DC to New York
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Buffalo, NY to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Matamoros to Chicago
- McAllen, TX to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- Pearson Toronto Airport to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Santiago de Queretaro to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago

