What is the best way to travel from Philadelphia to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from Philadelphia. 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 Philadelphia?
You can get to Chicago with just $90 by taking a Bus from FlixBus, 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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Frontier Airlines8h 57m06:00 AMPhiladelphia AirportPhiladelphia Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/20/2026 1:57:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 8h 57m
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Frontier Airlines23h 43m012:39 PMPhiladelphia AirportPhiladelphia Airport11:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 12:39:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/21/2026 11:22:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 23h 43m
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Spirit Airlines22h 42m01:40 PMPhiladelphia AirportPhiladelphia Airport11:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 1:40:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/21/2026 11:22:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 22h 42m
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Spirit Airlines17h 30m08:43 PMPhiladelphia AirportPhiladelphia Airport1:13 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 8:43:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/21/2026 1:13:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 17h 30m
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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/20/2026 7:59:00 AM. 50 Economy ticket for $206 per person are available. Travel duration is 2h 29m
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Frontier Airlines18h 45m06:20 PMPhiladelphia AirportPhiladelphia Airport12:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:20:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/21/2026 12:05:00 PM. 50 Economy ticket for $226 per person are available. Travel duration is 18h 45m
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Greyhound US20h 40m03:55 AMPhiladelphiaConvention Center11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/20/2026 3:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/20/2026 11:35:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 20h 40m
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Greyhound US22h 35m010:40 AMPhiladelphiaConvention Center8:15 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/20/2026 10:40:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/21/2026 8:15:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 22h 35m
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Greyhound US17h 30m05:30 PMPhiladelphiaConvention Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/20/2026 5:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/21/2026 10:00:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 17h 30m
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FlixBus26h 35m06:30 PMPhiladelphiaSpring Garden St Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/20/2026 6:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/21/2026 8:05:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 26h 35m
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FlixBus24h 20m08:30 AMPhiladelphiaSpring Garden St Station7:50 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/20/2026 8:30:00 AM to Canal & Van Buren, Chicago (USA) arriving at 1/21/2026 7:50:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 24h 20m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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Frontier Airlines2h 40m09:09 PMPhiladelphia AirportPhiladelphia Airport10:49 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 9:09:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/23/2026 10:49:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 2h 40m
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Frontier Airlines24h 19m05:39 PMPhiladelphia AirportPhiladelphia Airport4:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 5:39:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 4:58:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 24h 19m
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Spirit Airlines18h 11m06:11 PMPhiladelphia AirportPhiladelphia Airport11:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 6:11:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 11:22:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 18h 11m
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Frontier Airlines12h 52m08:00 AMPhiladelphia AirportPhiladelphia Airport7:52 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/23/2026 7:52:00 PM. 50 Economy ticket for $198 per person are available. Travel duration is 12h 52m
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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/23/2026 7:59:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 2h 29m
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United Airlines2h 28m010:10 AMPhiladelphia AirportPhiladelphia Airport11:38 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 10:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/23/2026 11:38:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 2h 28m
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FlixBus31h 5m02:00 PMPhiladelphiaJFK & Broad8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from JFK & Broad, Philadelphia (USA) at 1/23/2026 2:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/24/2026 8:05:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 31h 5m
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FlixBus34h 0m02:00 PMPhiladelphiaJFK & Broad11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from JFK & Broad, Philadelphia (USA) at 1/23/2026 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/24/2026 11:00:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 34h 0m
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FlixBus34h 25m08:15 PMPhiladelphiaJFK & Broad5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from JFK & Broad, Philadelphia (USA) at 1/23/2026 8:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/25/2026 5:40:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 34h 25m
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Greyhound US23h 40m07:00 AMPhiladelphiaSchuylkill Ave and Walnut Street5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Schuylkill Ave and Walnut Street, Philadelphia (USA) at 1/23/2026 7:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/24/2026 5:40:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 23h 40m
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Greyhound US24h 25m02:00 PMPhiladelphiaSchuylkill Ave and Walnut Street1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Schuylkill Ave and Walnut Street, Philadelphia (USA) at 1/23/2026 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/24/2026 1:25:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 24h 25m
Cheapest Flights Friday
Cheapest Buses Friday
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Frontier Airlines13h 33m08:30 AMPhiladelphia AirportPhiladelphia Airport9:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 9:03:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 13h 33m
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Frontier Airlines16h 16m08:30 AMPhiladelphia AirportPhiladelphia Airport11:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 11:46:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 16h 16m
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Spirit Airlines13h 43m08:20 AMPhiladelphia AirportPhiladelphia Airport9:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 9:03:00 PM. 50 Economy ticket for $109 per person are available. Travel duration is 13h 43m
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Spirit Airlines16h 26m08:20 AMPhiladelphia AirportPhiladelphia Airport11:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 11:46:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 16h 26m
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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 7:59:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 2h 29m
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Frontier Airlines17h 55m06:50 PMPhiladelphia AirportPhiladelphia Airport11:45 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 6:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/25/2026 11:45:00 AM. 50 Economy ticket for $261 per person are available. Travel duration is 17h 55m
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Greyhound US25h 5m08:00 PMPhiladelphiaIRS Building8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from IRS Building, Philadelphia (USA) at 1/24/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/25/2026 8:05:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 25h 5m
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FlixBus26h 35m06:30 PMPhiladelphiaSpring Garden St Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/24/2026 6:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/25/2026 8:05:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 26h 35m
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Greyhound US24h 35m08:30 PMPhiladelphiaSpring Garden St Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia (USA) at 1/24/2026 8:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/25/2026 8:05:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 24h 35m
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Greyhound US24h 40m06:00 AMPhiladelphiaIRS Building5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from IRS Building, Philadelphia (USA) at 1/24/2026 6:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/25/2026 5:40:00 AM. 50 Economy ticket for $126 per person are available. Travel duration is 24h 40m
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FlixBus30h 5m06:30 PMPhiladelphiaSpring Garden St Station11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/24/2026 6:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/25/2026 11:35:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 30h 5m
Cheapest Flights Saturday
Cheapest Buses Saturday
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FlixBus24h 40m01:45 PMPhiladelphiaSpring Garden St Station1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/26/2026 1:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 1:25:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 24h 40m
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Greyhound US22h 45m012:05 PMPhiladelphiaConvention Center9:50 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/26/2026 12:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 9:50:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 22h 45m
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Greyhound US20h 55m05:30 PMPhiladelphiaConvention Center1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/26/2026 5:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 1:25:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 20h 55m
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Greyhound US29h 35m07:00 PMPhiladelphiaConvention Center11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/26/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 11:35:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 29h 35m
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FlixBus24h 35m010:15 AMPhiladelphiaSpring Garden St Station9:50 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/26/2026 10:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 9:50:00 AM. 50 Economy ticket for $91 per person are available. Travel duration is 24h 35m
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Frontier Airlines2h 40m07:47 PMPhiladelphia AirportPhiladelphia Airport9:27 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 7:47:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/26/2026 9:27:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 2h 40m
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Frontier Airlines13h 42m09:00 AMPhiladelphia AirportPhiladelphia Airport9:42 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/26/2026 9:42:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 13h 42m
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Spirit Airlines18h 46m06:00 AMPhiladelphia AirportPhiladelphia Airport11:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/26/2026 11:46:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 18h 46m
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Spirit Airlines16h 26m08:20 AMPhiladelphia AirportPhiladelphia Airport11:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/26/2026 11:46:00 PM. 50 Economy ticket for $138 per person are available. Travel duration is 16h 26m
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Frontier Airlines12h 58m08:00 AMPhiladelphia AirportPhiladelphia Airport7:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/26/2026 7:58:00 PM. 50 Economy ticket for $200 per person are available. Travel duration is 12h 58m
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Frontier Airlines10h 27m010:31 AMPhiladelphia AirportPhiladelphia Airport7:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 10:31:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/26/2026 7:58:00 PM. 50 Economy ticket for $200 per person are available. Travel duration is 10h 27m
Cheapest Buses Monday
Cheapest Flights Monday
What are the fastest trips from Philadelphia to Chicago?
You can get to Chicago from Philadelphia in just 2h 28m with a Flight from United 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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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/20/2026 7:59:00 AM. 50 Economy ticket for $206 per person are available. Travel duration is 2h 29m
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Frontier Airlines7h 5m06:00 AMPhiladelphia AirportPhiladelphia Airport12:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/20/2026 12:05:00 PM. 50 Economy ticket for $254 per person are available. Travel duration is 7h 5m
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Frontier Airlines8h 57m06:00 AMPhiladelphia AirportPhiladelphia Airport1:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/20/2026 1:57:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 8h 57m
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Spirit Airlines17h 30m08:43 PMPhiladelphia AirportPhiladelphia Airport1:13 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 8:43:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/21/2026 1:13:00 PM. 50 Economy ticket for $176 per person are available. Travel duration is 17h 30m
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Frontier Airlines18h 45m06:20 PMPhiladelphia AirportPhiladelphia Airport12:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 6:20:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/21/2026 12:05:00 PM. 50 Economy ticket for $226 per person are available. Travel duration is 18h 45m
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Spirit Airlines22h 42m01:40 PMPhiladelphia AirportPhiladelphia Airport11:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/20/2026 1:40:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/21/2026 11:22:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 22h 42m
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Greyhound US17h 30m05:30 PMPhiladelphiaConvention Center10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/20/2026 5:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/21/2026 10:00:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 17h 30m
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Greyhound US20h 40m03:55 AMPhiladelphiaConvention Center11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/20/2026 3:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/20/2026 11:35:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 20h 40m
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Greyhound US22h 35m010:40 AMPhiladelphiaConvention Center8:15 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/20/2026 10:40:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/21/2026 8:15:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 22h 35m
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FlixBus24h 20m08:30 AMPhiladelphiaSpring Garden St Station7:50 AMChicagoCanal & Van Buren0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/20/2026 8:30:00 AM to Canal & Van Buren, Chicago (USA) arriving at 1/21/2026 7:50:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 24h 20m
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FlixBus26h 35m06:30 PMPhiladelphiaSpring Garden St Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/20/2026 6:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/21/2026 8:05:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 26h 35m
Fastest Flights Tuesday
Fastest Buses Tuesday
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United Airlines2h 28m010:10 AMPhiladelphia AirportPhiladelphia Airport11:38 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 10:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/23/2026 11:38:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 2h 28m
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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/23/2026 7:59:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 2h 29m
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Frontier Airlines2h 40m09:09 PMPhiladelphia AirportPhiladelphia Airport10:49 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 9:09:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/23/2026 10:49:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 2h 40m
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Frontier Airlines9h 43m011:09 AMPhiladelphia AirportPhiladelphia Airport7:52 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 11:09:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/23/2026 7:52:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 9h 43m
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Frontier Airlines12h 52m08:00 AMPhiladelphia AirportPhiladelphia Airport7:52 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/23/2026 7:52:00 PM. 50 Economy ticket for $198 per person are available. Travel duration is 12h 52m
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Frontier Airlines14h 39m07:04 PMPhiladelphia AirportPhiladelphia Airport8:43 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/23/2026 7:04:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/24/2026 8:43:00 AM. 50 Economy ticket for $254 per person are available. Travel duration is 14h 39m
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Greyhound US23h 40m07:00 AMPhiladelphiaSchuylkill Ave and Walnut Street5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Schuylkill Ave and Walnut Street, Philadelphia (USA) at 1/23/2026 7:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/24/2026 5:40:00 AM. 50 Economy ticket for $113 per person are available. Travel duration is 23h 40m
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Greyhound US24h 25m02:00 PMPhiladelphiaSchuylkill Ave and Walnut Street1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Schuylkill Ave and Walnut Street, Philadelphia (USA) at 1/23/2026 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/24/2026 1:25:00 PM. 50 Economy ticket for $113 per person are available. Travel duration is 24h 25m
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FlixBus31h 5m02:00 PMPhiladelphiaJFK & Broad8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from JFK & Broad, Philadelphia (USA) at 1/23/2026 2:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/24/2026 8:05:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 31h 5m
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FlixBus34h 0m02:00 PMPhiladelphiaJFK & Broad11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from JFK & Broad, Philadelphia (USA) at 1/23/2026 2:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/24/2026 11:00:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 34h 0m
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FlixBus34h 25m08:15 PMPhiladelphiaJFK & Broad5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from JFK & Broad, Philadelphia (USA) at 1/23/2026 8:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/25/2026 5:40:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 34h 25m
Fastest Flights Friday
Fastest Buses Friday
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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 7:59:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 2h 29m
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Frontier Airlines13h 33m08:30 AMPhiladelphia AirportPhiladelphia Airport9:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 9:03:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 13h 33m
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Spirit Airlines13h 43m08:20 AMPhiladelphia AirportPhiladelphia Airport9:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 9:03:00 PM. 50 Economy ticket for $109 per person are available. Travel duration is 13h 43m
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Frontier Airlines15h 41m09:04 PMPhiladelphia AirportPhiladelphia Airport11:45 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 9:04:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/25/2026 11:45:00 AM. 50 Economy ticket for $261 per person are available. Travel duration is 15h 41m
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Frontier Airlines16h 16m08:30 AMPhiladelphia AirportPhiladelphia Airport11:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 11:46:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 16h 16m
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Spirit Airlines16h 26m08:20 AMPhiladelphia AirportPhiladelphia Airport11:46 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/24/2026 8:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/24/2026 11:46:00 PM. 50 Economy ticket for $127 per person are available. Travel duration is 16h 26m
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Greyhound US24h 35m08:30 PMPhiladelphiaSpring Garden St Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Spring Garden St Station, Philadelphia (USA) at 1/24/2026 8:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/25/2026 8:05:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 24h 35m
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Greyhound US24h 40m06:00 AMPhiladelphiaIRS Building5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from IRS Building, Philadelphia (USA) at 1/24/2026 6:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/25/2026 5:40:00 AM. 50 Economy ticket for $126 per person are available. Travel duration is 24h 40m
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Greyhound US25h 5m08:00 PMPhiladelphiaIRS Building8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from IRS Building, Philadelphia (USA) at 1/24/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/25/2026 8:05:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 25h 5m
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FlixBus26h 35m06:30 PMPhiladelphiaSpring Garden St Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/24/2026 6:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 1/25/2026 8:05:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 26h 35m
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FlixBus30h 5m06:30 PMPhiladelphiaSpring Garden St Station11:35 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/24/2026 6:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/25/2026 11:35:00 PM. 50 Economy ticket for $126 per person are available. Travel duration is 30h 5m
Fastest Flights Saturday
Fastest Buses Saturday
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United Airlines2h 29m06:30 AMPhiladelphia AirportPhiladelphia Airport7:59 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/26/2026 7:59:00 AM. 50 Economy ticket for $209 per person are available. Travel duration is 2h 29m
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Frontier Airlines2h 40m07:47 PMPhiladelphia AirportPhiladelphia Airport9:27 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 7:47:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 1/26/2026 9:27:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 2h 40m
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Frontier Airlines7h 15m05:30 AMPhiladelphia AirportPhiladelphia Airport11:45 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 5:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/26/2026 11:45:00 AM. 50 Economy ticket for $261 per person are available. Travel duration is 7h 15m
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Frontier Airlines10h 27m010:31 AMPhiladelphia AirportPhiladelphia Airport7:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 10:31:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/26/2026 7:58:00 PM. 50 Economy ticket for $200 per person are available. Travel duration is 10h 27m
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Frontier Airlines10h 55m012:24 PMPhiladelphia AirportPhiladelphia Airport10:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 12:24:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/26/2026 10:19:00 PM. 50 Economy ticket for $261 per person are available. Travel duration is 10h 55m
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Frontier Airlines12h 58m08:00 AMPhiladelphia AirportPhiladelphia Airport7:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Philadelphia Airport, Philadelphia Airport (USA) at 1/26/2026 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 1/26/2026 7:58:00 PM. 50 Economy ticket for $200 per person are available. Travel duration is 12h 58m
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Greyhound US20h 55m05:30 PMPhiladelphiaConvention Center1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/26/2026 5:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 1:25:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 20h 55m
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Greyhound US22h 45m012:05 PMPhiladelphiaConvention Center9:50 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/26/2026 12:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 9:50:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 22h 45m
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FlixBus24h 35m010:15 AMPhiladelphiaSpring Garden St Station9:50 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/26/2026 10:15:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 9:50:00 AM. 50 Economy ticket for $91 per person are available. Travel duration is 24h 35m
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FlixBus24h 40m01:45 PMPhiladelphiaSpring Garden St Station1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Spring Garden St Station, Philadelphia (USA) at 1/26/2026 1:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 1:25:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 24h 40m
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Greyhound US29h 35m07:00 PMPhiladelphiaConvention Center11:35 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Convention Center, Philadelphia (USA) at 1/26/2026 7:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 1/27/2026 11:35:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 29h 35m
Fastest Flights Monday
Fastest Buses Monday
Here you will find all operators and timetables for a
Bus from Philadelphia to Chicago
What are the most popular stations in Philadelphia and Chicago?
In Philadelphia, you will usually depart from Spring Garden St Station, 30th Street Station or The Gallery, 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 Philadelphia? With 13 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 Philadelphia and Chicago, you can pay as low as $90 with a Bus from FlixBus.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 United Airlines: you will get to Chicago in just 2h 28m.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 Philadelphia 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 Philadelphia 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 Millbourne, PA or to Cicero, IL, and look at flights from Philadelphia 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 Philadelphia to Chicago?
The most popular companies between Philadelphia 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 and FlixBus
Airlines: Frontier Airlines, Spirit Airlines and United Airlines
All you need to know when you travel from Philadelphia to Chicago
Check all information on comfort and services on all modes of transports from Philadelphia 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 Philadelphia to Chicago
How can I reach Chicago from Philadelphia?
Every day, there are on average 13 connections between Bus and Flight, with which you can get to Chicago from Philadelphia.
How far is Chicago from Philadelphia?
The distance between Philadelphia and Chicago is 663.4 miles.
What is the most ecofriendly mode of transport between Philadelphia 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 29 kgs of CO2, a train 37 kgs, a car 182 kgs, and a flight 263 kgs.
What is the cheapest mode of transport from Philadelphia to Chicago?
You can get to Chicago with just $90 by taking a Bus from FlixBus.
What is the fastest way to get from Philadelphia 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 28m with a Flight from United Airlines.
More routes to Philadelphia and to Chicago
Looking for more options? Here you can see the most popular routes to Philadelphia and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Philadelphia
- Charlotte to Philadelphia
- Durham, NC to Philadelphia
- New Orleans, LA to Philadelphia
- Orlando, FL to Philadelphia
- Rochester, NY to Philadelphia
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Buffalo, NY to Chicago
- Cincinnati to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Mississauga, ON to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- New York to Chicago
- Nuevo Laredo to Chicago
- Pearson Toronto Airport to Chicago
- San Antonio, TX to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago
- Zacatecas, ZS to Chicago
