What is the best way to travel from Washington, DC to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from Washington, DC. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 1 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from Washington, DC?
You can get to Chicago with just $53 by taking a Flight from Frontier Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/7/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 10:00:00 AM. 50 Economy ticket for $118 per person are available. Travel duration is 17h 25m
-
Greyhound US20h 50m05:35 PMWashington, DCUnion Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/7/2025 5:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 1:25:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 20h 50m
-
Greyhound US19h 45m010:55 AMWashington, DCUnion Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/7/2025 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 5:40:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 19h 45m
Cheapest Buses Sunday
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 10:00:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 17h 25m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 8:05:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 20h 5m
-
Greyhound US22h 40m010:45 AMWashington, DCUnion Station8:25 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 8:25:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 22h 40m
-
Greyhound US22h 5m010:55 AMWashington, DCUnion Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 10:55:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/9/2025 8:00:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 22h 5m
Cheapest Buses Monday
-
Frontier Airlines25h 46m08:00 AMBaltimore/Washington AirportBaltimore/Washington Airport8:46 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/10/2025 8:46:00 AM. 50 Economy ticket for $53 per person are available. Travel duration is 25h 46m
-
Frontier Airlines8h 12m08:00 AMBaltimore/Washington AirportBaltimore/Washington Airport3:12 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 8:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 3:12:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 8h 12m
-
Spirit Airlines25h 55m07:06 PMBaltimore/Washington AirportBaltimore/Washington Airport8:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 7:06:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/10/2025 8:01:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 25h 55m
-
Spirit Airlines42h 55m07:06 PMBaltimore/Washington AirportBaltimore/Washington Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 7:06:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/11/2025 1:01:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 42h 55m
-
United Airlines2h 8m010:20 AMBaltimore/Washington AirportBaltimore/Washington Airport11:28 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 10:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 11:28:00 AM. 50 Economy ticket for $108 per person are available. Travel duration is 2h 8m
-
Skyscanner2h 27m07:30 AMRonald Reagan Washington AirportRonald Reagan Washington Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Ronald Reagan Washington Airport, Ronald Reagan Washington Airport (USA) at 12/9/2025 7:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 8:57:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 2h 27m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/9/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 8:05:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 20h 5m
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/9/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/10/2025 10:00:00 AM. 50 Economy ticket for $75 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/9/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 11:35:00 PM. 50 Economy ticket for $82 per person are available. Travel duration is 19h 35m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
-
Greyhound US20h 50m05:35 PMWashington, DCUnion Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 5:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/11/2025 1:25:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 20h 50m
-
Greyhound US22h 25m01:00 AMWashington, DCUnion Station10:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 1:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 10:25:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 22h 25m
-
Greyhound US19h 45m010:55 AMWashington, DCUnion Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/11/2025 5:40:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 19h 45m
-
Greyhound US19h 0m05:00 AMWashington, DCUnion Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 5:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 11:00:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 19h 0m
Cheapest Buses Wednesday
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 8:05:00 PM. 50 Economy ticket for $83 per person are available. Travel duration is 20h 5m
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 10:00:00 AM. 50 Economy ticket for $83 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 11:35:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 19h 35m
-
Greyhound US20h 25m010:45 AMWashington, DCUnion Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 6:10:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 20h 25m
Cheapest Buses Thursday
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/12/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 8:05:00 PM. 50 Economy ticket for $80 per person are available. Travel duration is 20h 5m
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/12/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 10:00:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/12/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 11:35:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 19h 35m
Cheapest Buses Friday
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/13/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 10:00:00 AM. 50 Economy ticket for $79 per person are available. Travel duration is 17h 25m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/13/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 8:05:00 PM. 50 Economy ticket for $82 per person are available. Travel duration is 20h 5m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/13/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 11:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 19h 35m
Cheapest Buses Saturday
What are the fastest trips from Washington, DC to Chicago?
You can get to Chicago from Washington, DC in just 2h 8m 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.
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/7/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 10:00:00 AM. 50 Economy ticket for $118 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 45m010:55 AMWashington, DCUnion Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/7/2025 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 5:40:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 19h 45m
-
Greyhound US20h 50m05:35 PMWashington, DCUnion Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/7/2025 5:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 1:25:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 20h 50m
Fastest Buses Sunday
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 10:00:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 17h 25m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/8/2025 8:05:00 PM. 50 Economy ticket for $89 per person are available. Travel duration is 20h 5m
-
Greyhound US22h 5m010:55 AMWashington, DCUnion Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 10:55:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/9/2025 8:00:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 22h 5m
-
Greyhound US22h 40m010:45 AMWashington, DCUnion Station8:25 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/8/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 8:25:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 22h 40m
Fastest Buses Monday
-
United Airlines2h 8m010:20 AMBaltimore/Washington AirportBaltimore/Washington Airport11:28 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 10:20:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 11:28:00 AM. 50 Economy ticket for $108 per person are available. Travel duration is 2h 8m
-
Skyscanner2h 27m07:30 AMRonald Reagan Washington AirportRonald Reagan Washington Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Ronald Reagan Washington Airport, Ronald Reagan Washington Airport (USA) at 12/9/2025 7:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 8:57:00 AM. 50 Economy ticket for $115 per person are available. Travel duration is 2h 27m
-
Frontier Airlines8h 12m08:00 AMBaltimore/Washington AirportBaltimore/Washington Airport3:12 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 8:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 3:12:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 8h 12m
-
Alaska Airlines11h 55m08:59 AMRonald Reagan Washington AirportRonald Reagan Washington Airport7:54 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Alaska Airlines goes from Ronald Reagan Washington Airport, Ronald Reagan Washington Airport (USA) at 12/9/2025 8:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/9/2025 7:54:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 11h 55m
-
CargoLogicAir19h 40m06:30 PMWashington Dulles AirportWashington Dulles Airport1:10 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Washington Dulles Airport, Washington Dulles Airport (USA) at 12/9/2025 6:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/10/2025 1:10:00 PM. 50 Economy ticket for $284 per person are available. Travel duration is 19h 40m
-
Frontier Airlines25h 46m08:00 AMBaltimore/Washington AirportBaltimore/Washington Airport8:46 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Baltimore/Washington Airport, Baltimore/Washington Airport (USA) at 12/9/2025 8:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/10/2025 8:46:00 AM. 50 Economy ticket for $53 per person are available. Travel duration is 25h 46m
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/9/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/10/2025 10:00:00 AM. 50 Economy ticket for $75 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/9/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 11:35:00 PM. 50 Economy ticket for $82 per person are available. Travel duration is 19h 35m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/9/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/9/2025 8:05:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 20h 5m
Fastest Flights Tuesday
Fastest Buses Tuesday
-
Greyhound US19h 0m05:00 AMWashington, DCUnion Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 5:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 11:00:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 19h 0m
-
Greyhound US19h 45m010:55 AMWashington, DCUnion Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/11/2025 5:40:00 AM. 50 Economy ticket for $125 per person are available. Travel duration is 19h 45m
-
Greyhound US20h 50m05:35 PMWashington, DCUnion Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 5:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/11/2025 1:25:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 20h 50m
-
Greyhound US22h 25m01:00 AMWashington, DCUnion Station10:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/10/2025 1:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 10:25:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 22h 25m
Fastest Buses Wednesday
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 10:00:00 AM. 50 Economy ticket for $83 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 11:35:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 19h 35m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/11/2025 8:05:00 PM. 50 Economy ticket for $83 per person are available. Travel duration is 20h 5m
-
Greyhound US20h 25m010:45 AMWashington, DCUnion Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/11/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 6:10:00 AM. 50 Economy ticket for $89 per person are available. Travel duration is 20h 25m
Fastest Buses Thursday
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/12/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 10:00:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/12/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 11:35:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 19h 35m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/12/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 8:05:00 PM. 50 Economy ticket for $80 per person are available. Travel duration is 20h 5m
Fastest Buses Friday
-
Greyhound US17h 25m05:35 PMWashington, DCUnion Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/13/2025 5:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/14/2025 10:00:00 AM. 50 Economy ticket for $79 per person are available. Travel duration is 17h 25m
-
Greyhound US19h 35m05:00 AMWashington, DCUnion Station11:35 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/13/2025 5:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 11:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 19h 35m
-
Greyhound US20h 5m01:00 AMWashington, DCUnion Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Union Station, Washington, DC (USA) at 12/13/2025 1:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 8:05:00 PM. 50 Economy ticket for $82 per person are available. Travel duration is 20h 5m
Fastest Buses Saturday
Here you will find all operators and timetables for a
Bus from Washington, DC to Chicago
What are the most popular stations in Washington, DC and Chicago?
In Washington, DC, you will usually depart from Union Station, Armory Metro or Dupont Circle Station, 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 Washington, DC? With 6 connections between 1 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 Washington, DC and Chicago, you can pay as low as $53 with a Flight from Frontier Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from United Airlines: you will get to Chicago in just 2h 8m.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 Washington, DC and Chicago are Greyhound US, Frontier Airlines and Spirit 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 Washington, DC 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 Ronald Reagan Washington Airport or to Cicero, IL, and look at flights from Ronald Reagan Washington 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 Washington, DC to Chicago?
The most popular companies between Washington, DC and Chicago, are Greyhound US, Frontier Airlines and Spirit Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US
Airlines: Frontier Airlines, Spirit Airlines, CargoLogicAir and 5 more.
All you need to know when you travel from Washington, DC to Chicago
Check all information on comfort and services on all modes of transports from Washington, DC 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 Washington, DC to Chicago
How can I reach Chicago from Washington, DC?
Every day, there are on average 6 connections between Bus and Flight, with which you can get to Chicago from Washington, DC.
How far is Chicago from Washington, DC?
The distance between Washington, DC and Chicago is 595.9 miles.
What is the most ecofriendly mode of transport between Washington, DC 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 26 kgs of CO2, a train 34 kgs, a car 163 kgs, and a flight 236 kgs.
What is the cheapest mode of transport from Washington, DC to Chicago?
You can get to Chicago with just $53 by taking a Flight from Frontier Airlines.
What is the fastest way to get from Washington, DC 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 8m with a Flight from United Airlines.
More routes to Washington, DC and to Chicago
Looking for more options? Here you can see the most popular routes to Washington, DC and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Washington, DC
- Atlanta, GA to Washington, DC
- Baltimore/Washington Airport to Washington, DC
- Boston, MA to Washington, DC
- Charlotte to Washington, DC
- Dallas to Washington, DC
- Houston to Washington, DC
- Ithaca, NY to Washington, DC
- Montreal to Washington, DC
- New York to Washington, DC
- Oklahoma City, OK to Washington, DC
- Orlando, FL to Washington, DC
- Pittsburgh to Washington, DC
- Toronto, ON to Washington, DC
- Washington Dulles Airport to Washington, DC
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA 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
- Memphis to Chicago
- Mexico City to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- New York to Chicago
- Pearson Toronto Airport to Chicago
- Philadelphia to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- Santiago de Queretaro to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago

