What is the best way to travel from Toronto, ON to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from Toronto, ON. 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 Toronto, ON?
You can get to Chicago with just $61 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.
-
FlixBus14h 35m010:50 PMToronto, ONScarborough Town Center1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/18/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 1:25:00 PM. 50 Economy ticket for $75 per person are available. Travel duration is 14h 35m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/18/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:20:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 19h 35m
-
FlixBus13h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/18/2025 11:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 1:25:00 PM. 50 Economy ticket for $76 per person are available. Travel duration is 13h 30m
-
FlixBus18h 55m01:25 PMToronto, ONScarborough Town Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/18/2025 1:25:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:20:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 18h 55m
-
FlixBus18h 5m02:15 PMToronto, ONUnion Station Bus Terminal8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/18/2025 2:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:20:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 18h 5m
Cheapest Buses Friday
-
FlixBus13h 55m011:30 PMToronto, ONFront St West1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Front St West, Toronto, ON (Canada) at 4/19/2025 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 1:25:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 13h 55m
-
FlixBus18h 5m02:15 PMToronto, ONUnion Station Bus Terminal8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/19/2025 2:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $96 per person are available. Travel duration is 18h 5m
-
FlixBus13h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 11:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 1:25:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 13h 30m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $97 per person are available. Travel duration is 19h 35m
-
FlixBus14h 35m010:50 PMToronto, ONScarborough Town Center1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/19/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 1:25:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 14h 35m
-
Porter Airlines16h 48m07:55 PMPearson Toronto AirportPearson Toronto Airport11:43 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 7:55:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/20/2025 11:43:00 AM. 50 Economy ticket for $255 per person are available. Travel duration is 16h 48m
-
Porter Airlines8h 2m012:45 PMPearson Toronto AirportPearson Toronto Airport7:47 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 12:45:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/19/2025 7:47:00 PM. 50 Economy ticket for $284 per person are available. Travel duration is 8h 2m
-
Porter Airlines8h 50m07:00 AMPearson Toronto AirportPearson Toronto Airport2:50 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 2:50:00 PM. 50 Economy ticket for $289 per person are available. Travel duration is 8h 50m
-
Flair Airlines8h 48m07:10 AMPearson Toronto AirportPearson Toronto Airport2:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Flair Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 2:58:00 PM. 50 Economy ticket for $289 per person are available. Travel duration is 8h 48m
-
Skyscanner7h 30m08:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/19/2025 8:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 2:55:00 PM. 50 Economy ticket for $298 per person are available. Travel duration is 7h 30m
-
Skyscanner5h 25m012:54 PMPearson Toronto AirportPearson Toronto Airport5:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 12:54:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/19/2025 5:19:00 PM. 50 Economy ticket for $300 per person are available. Travel duration is 5h 25m
Cheapest Buses Saturday
Cheapest Flights Saturday
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 8:20:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 19h 35m
-
FlixBus13h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 11:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 1:25:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 13h 30m
-
FlixBus13h 55m011:30 PMToronto, ONFront St West1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Front St West, Toronto, ON (Canada) at 4/20/2025 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 1:25:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 13h 55m
-
FlixBus13h 55m011:30 PMToronto, ONUnion Station Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/20/2025 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 1:25:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 13h 55m
-
CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/20/2025 9:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/20/2025 10:20:00 AM. 50 Economy ticket for $121 per person are available. Travel duration is 1h 50m
-
CargoLogicAir1h 50m03:50 PMPearson Toronto AirportBilly Bishop Toronto City Airport4:40 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/20/2025 3:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/20/2025 4:40:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 1h 50m
-
Skyscanner4h 13m08:50 AMPearson Toronto AirportBilly Bishop Toronto City Airport12:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/20/2025 8:50:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 12:03:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 4h 13m
-
Air Canada1h 55m012:20 PMPearson Toronto AirportPearson Toronto Airport1:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 12:20:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 1:15:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 1h 55m
-
United Airlines2h 1m09:00 AMPearson Toronto AirportPearson Toronto Airport10:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 10:01:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 2h 1m
-
Delta Air Lines4h 24m06:00 AMPearson Toronto AirportPearson Toronto Airport9:24 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Delta Air Lines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 9:24:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 4h 24m
Cheapest Buses Sunday
Cheapest Flights Sunday
-
FlixBus16h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/21/2025 12:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 5:35:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 16h 50m
-
FlixBus11h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport11:25 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/21/2025 11:55:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 11:25:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 11h 30m
-
FlixBus11h 55m011:30 PMToronto, ONUnion Station Bus Terminal11:25 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/21/2025 11:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 11:25:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 11h 55m
-
FlixBus14h 35m010:50 PMToronto, ONScarborough Town Center1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/21/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 1:25:00 PM. 50 Economy ticket for $71 per person are available. Travel duration is 14h 35m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/21/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $72 per person are available. Travel duration is 19h 35m
Cheapest Buses Monday
-
FlixBus21h 20m06:45 PMToronto, ONUnion Station Bus Terminal4:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/22/2025 6:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 4:05:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 21h 20m
-
FlixBus22h 15m06:45 PMToronto, ONUnion Station Bus Terminal5:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/22/2025 6:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 5:00:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 22h 15m
-
FlixBus14h 20m07:05 AMToronto, ONScarborough Town Center9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/22/2025 7:05:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 9:25:00 PM. 50 Economy ticket for $70 per person are available. Travel duration is 14h 20m
-
FlixBus13h 25m08:00 AMToronto, ONUnion Station Bus Terminal9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/22/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 9:25:00 PM. 50 Economy ticket for $70 per person are available. Travel duration is 13h 25m
-
FlixBus16h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/22/2025 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 5:35:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 16h 10m
Cheapest Buses Tuesday
-
FlixBus14h 15m07:05 AMToronto, ONScarborough Town Center9:20 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/23/2025 7:05:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 9:20:00 PM. 50 Economy ticket for $61 per person are available. Travel duration is 14h 15m
-
FlixBus13h 20m08:00 AMToronto, ONUnion Station Bus Terminal9:20 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/23/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 9:20:00 PM. 50 Economy ticket for $61 per person are available. Travel duration is 13h 20m
-
FlixBus21h 45m010:35 AMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/23/2025 10:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/24/2025 8:20:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 21h 45m
-
FlixBus19h 0m010:35 AMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/23/2025 10:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 5:35:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 19h 0m
-
FlixBus15h 20m07:05 AMToronto, ONScarborough Town Center10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/23/2025 7:05:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 10:25:00 PM. 50 Economy ticket for $62 per person are available. Travel duration is 15h 20m
Cheapest Buses Wednesday
-
FlixBus14h 20m07:05 AMToronto, ONScarborough Town Center9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/24/2025 7:05:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 9:25:00 PM. 50 Economy ticket for $81 per person are available. Travel duration is 14h 20m
-
FlixBus16h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/24/2025 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 5:35:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 16h 10m
-
FlixBus13h 25m08:00 AMToronto, ONUnion Station Bus Terminal9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/24/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 9:25:00 PM. 50 Economy ticket for $81 per person are available. Travel duration is 13h 25m
-
FlixBus15h 20m02:15 PMToronto, ONUnion Station Bus Terminal5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/24/2025 2:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 5:35:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 15h 20m
-
FlixBus16h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 5:35:00 AM. 50 Economy ticket for $83 per person are available. Travel duration is 16h 50m
-
CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/24/2025 9:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/24/2025 10:20:00 AM. 50 Economy ticket for $174 per person are available. Travel duration is 1h 50m
-
Skyscanner5h 7m07:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport11:32 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/24/2025 7:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 11:32:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 5h 7m
-
United Airlines2h 1m09:00 AMPearson Toronto AirportPearson Toronto Airport10:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 10:01:00 AM. 50 Economy ticket for $203 per person are available. Travel duration is 2h 1m
-
Skyscanner5h 25m012:54 PMPearson Toronto AirportPearson Toronto Airport5:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:54:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/24/2025 5:19:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 5h 25m
-
Delta Air Lines5h 10m012:54 PMPearson Toronto AirportPearson Toronto Airport5:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Delta Air Lines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 5:04:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 5h 10m
-
Air Canada8h 32m012:30 AMPearson Toronto AirportPearson Toronto Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 8:02:00 AM. 50 Economy ticket for $236 per person are available. Travel duration is 8h 32m
Cheapest Buses Thursday
Cheapest Flights Thursday
What are the fastest trips from Toronto, ON to Chicago?
You can get to Chicago from Toronto, ON in just 1h 50m with a Flight from CargoLogicAir. 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.
-
FlixBus13h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/18/2025 11:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 1:25:00 PM. 50 Economy ticket for $76 per person are available. Travel duration is 13h 30m
-
FlixBus14h 35m010:50 PMToronto, ONScarborough Town Center1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/18/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 1:25:00 PM. 50 Economy ticket for $75 per person are available. Travel duration is 14h 35m
-
FlixBus18h 5m02:15 PMToronto, ONUnion Station Bus Terminal8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/18/2025 2:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:20:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 18h 5m
-
FlixBus18h 55m01:25 PMToronto, ONScarborough Town Center8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/18/2025 1:25:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:20:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 18h 55m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/18/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/19/2025 8:20:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 19h 35m
Fastest Buses Friday
-
Delta Air Lines4h 24m06:00 AMPearson Toronto AirportPearson Toronto Airport9:24 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Delta Air Lines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 9:24:00 AM. 50 Economy ticket for $300 per person are available. Travel duration is 4h 24m
-
Air Canada5h 22m06:25 AMPearson Toronto AirportPearson Toronto Airport10:47 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 6:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 10:47:00 AM. 50 Economy ticket for $305 per person are available. Travel duration is 5h 22m
-
Skyscanner5h 25m012:54 PMPearson Toronto AirportPearson Toronto Airport5:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 12:54:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/19/2025 5:19:00 PM. 50 Economy ticket for $300 per person are available. Travel duration is 5h 25m
-
Skyscanner7h 30m08:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport2:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/19/2025 8:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 2:55:00 PM. 50 Economy ticket for $298 per person are available. Travel duration is 7h 30m
-
Porter Airlines8h 2m012:45 PMPearson Toronto AirportPearson Toronto Airport7:47 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 12:45:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/19/2025 7:47:00 PM. 50 Economy ticket for $284 per person are available. Travel duration is 8h 2m
-
Flair Airlines8h 48m07:10 AMPearson Toronto AirportPearson Toronto Airport2:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Flair Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/19/2025 2:58:00 PM. 50 Economy ticket for $289 per person are available. Travel duration is 8h 48m
-
FlixBus13h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 11:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 1:25:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 13h 30m
-
FlixBus13h 55m011:30 PMToronto, ONFront St West1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Front St West, Toronto, ON (Canada) at 4/19/2025 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 1:25:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 13h 55m
-
FlixBus14h 35m010:50 PMToronto, ONScarborough Town Center1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/19/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 1:25:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 14h 35m
-
FlixBus18h 5m02:15 PMToronto, ONUnion Station Bus Terminal8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/19/2025 2:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $96 per person are available. Travel duration is 18h 5m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/19/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/20/2025 8:20:00 AM. 50 Economy ticket for $97 per person are available. Travel duration is 19h 35m
Fastest Flights Saturday
Fastest Buses Saturday
-
CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/20/2025 9:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/20/2025 10:20:00 AM. 50 Economy ticket for $121 per person are available. Travel duration is 1h 50m
-
CargoLogicAir1h 50m03:50 PMPearson Toronto AirportBilly Bishop Toronto City Airport4:40 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/20/2025 3:50:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/20/2025 4:40:00 PM. 50 Economy ticket for $121 per person are available. Travel duration is 1h 50m
-
Air Canada1h 55m012:20 PMPearson Toronto AirportPearson Toronto Airport1:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 12:20:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 1:15:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 1h 55m
-
United Airlines2h 1m09:00 AMPearson Toronto AirportPearson Toronto Airport10:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 10:01:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 2h 1m
-
Skyscanner4h 13m08:50 AMPearson Toronto AirportBilly Bishop Toronto City Airport12:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/20/2025 8:50:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 12:03:00 PM. 50 Economy ticket for $134 per person are available. Travel duration is 4h 13m
-
Delta Air Lines4h 24m06:00 AMPearson Toronto AirportPearson Toronto Airport9:24 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Delta Air Lines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/20/2025 9:24:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 4h 24m
-
FlixBus13h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 11:55:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 1:25:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 13h 30m
-
FlixBus13h 55m011:30 PMToronto, ONFront St West1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Front St West, Toronto, ON (Canada) at 4/20/2025 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 1:25:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 13h 55m
-
FlixBus13h 55m011:30 PMToronto, ONUnion Station Bus Terminal1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/20/2025 11:30:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 1:25:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 13h 55m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/20/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/21/2025 8:20:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 19h 35m
Fastest Flights Sunday
Fastest Buses Sunday
-
FlixBus11h 30m011:55 PMPearson Toronto AirportPearson Toronto Airport11:25 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/21/2025 11:55:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 11:25:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 11h 30m
-
FlixBus11h 55m011:30 PMToronto, ONUnion Station Bus Terminal11:25 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/21/2025 11:30:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 11:25:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 11h 55m
-
FlixBus14h 35m010:50 PMToronto, ONScarborough Town Center1:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/21/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 1:25:00 PM. 50 Economy ticket for $71 per person are available. Travel duration is 14h 35m
-
FlixBus16h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/21/2025 12:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 5:35:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 16h 50m
-
FlixBus19h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/21/2025 12:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/22/2025 8:20:00 AM. 50 Economy ticket for $72 per person are available. Travel duration is 19h 35m
Fastest Buses Monday
-
FlixBus13h 25m08:00 AMToronto, ONUnion Station Bus Terminal9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/22/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 9:25:00 PM. 50 Economy ticket for $70 per person are available. Travel duration is 13h 25m
-
FlixBus14h 20m07:05 AMToronto, ONScarborough Town Center9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/22/2025 7:05:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/22/2025 9:25:00 PM. 50 Economy ticket for $70 per person are available. Travel duration is 14h 20m
-
FlixBus16h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/22/2025 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 5:35:00 AM. 50 Economy ticket for $71 per person are available. Travel duration is 16h 10m
-
FlixBus21h 20m06:45 PMToronto, ONUnion Station Bus Terminal4:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/22/2025 6:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 4:05:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 21h 20m
-
FlixBus22h 15m06:45 PMToronto, ONUnion Station Bus Terminal5:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/22/2025 6:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 5:00:00 PM. 50 Economy ticket for $69 per person are available. Travel duration is 22h 15m
Fastest Buses Tuesday
-
FlixBus13h 20m08:00 AMToronto, ONUnion Station Bus Terminal9:20 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/23/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 9:20:00 PM. 50 Economy ticket for $61 per person are available. Travel duration is 13h 20m
-
FlixBus14h 15m07:05 AMToronto, ONScarborough Town Center9:20 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/23/2025 7:05:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/23/2025 9:20:00 PM. 50 Economy ticket for $61 per person are available. Travel duration is 14h 15m
-
FlixBus15h 20m07:05 AMToronto, ONScarborough Town Center10:25 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/23/2025 7:05:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/23/2025 10:25:00 PM. 50 Economy ticket for $62 per person are available. Travel duration is 15h 20m
-
FlixBus19h 0m010:35 AMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/23/2025 10:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 5:35:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 19h 0m
-
FlixBus21h 45m010:35 AMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/23/2025 10:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 4/24/2025 8:20:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 21h 45m
Fastest Buses Wednesday
-
CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/24/2025 9:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/24/2025 10:20:00 AM. 50 Economy ticket for $174 per person are available. Travel duration is 1h 50m
-
United Airlines2h 1m09:00 AMPearson Toronto AirportPearson Toronto Airport10:01 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 9:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 10:01:00 AM. 50 Economy ticket for $203 per person are available. Travel duration is 2h 1m
-
Skyscanner5h 7m07:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport11:32 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 4/24/2025 7:25:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 11:32:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 5h 7m
-
Delta Air Lines5h 10m012:54 PMPearson Toronto AirportPearson Toronto Airport5:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Delta Air Lines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:54:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 5:04:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 5h 10m
-
Skyscanner5h 25m012:54 PMPearson Toronto AirportPearson Toronto Airport5:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:54:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 4/24/2025 5:19:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 5h 25m
-
Air Canada8h 32m012:30 AMPearson Toronto AirportPearson Toronto Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 4/24/2025 8:02:00 AM. 50 Economy ticket for $236 per person are available. Travel duration is 8h 32m
-
FlixBus13h 25m08:00 AMToronto, ONUnion Station Bus Terminal9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/24/2025 8:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 9:25:00 PM. 50 Economy ticket for $81 per person are available. Travel duration is 13h 25m
-
FlixBus14h 20m07:05 AMToronto, ONScarborough Town Center9:25 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/24/2025 7:05:00 AM to Downtown Bus Station, Chicago (USA) arriving at 4/24/2025 9:25:00 PM. 50 Economy ticket for $81 per person are available. Travel duration is 14h 20m
-
FlixBus15h 20m02:15 PMToronto, ONUnion Station Bus Terminal5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Union Station Bus Terminal, Toronto, ON (Canada) at 4/24/2025 2:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 5:35:00 AM. 50 Economy ticket for $82 per person are available. Travel duration is 15h 20m
-
FlixBus16h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Scarborough Town Center, Toronto, ON (Canada) at 4/24/2025 1:25:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 5:35:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 16h 10m
-
FlixBus16h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 4/24/2025 12:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 4/25/2025 5:35:00 AM. 50 Economy ticket for $83 per person are available. Travel duration is 16h 50m
Fastest Flights Thursday
Fastest Buses Thursday
Here you will find all operators and timetables for a
Bus from Toronto, ON to Chicago
What are the most popular stations in Toronto, ON and Chicago?
In Toronto, ON, you will usually depart from Front St West, Union Station Bus Terminal or Yorkdale, while in Chicago you will be arriving at Union Station, 95th Red Line Station or Cumberland CTA, 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 Toronto, ON? With 9 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 Toronto, ON and Chicago, you can pay as low as $61 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 CargoLogicAir: you will get to Chicago in just 1h 50m.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 Toronto, ON and Chicago are FlixBus, Delta Air Lines and Skyscanner, 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 Toronto, ON 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 East York, ON or to Cicero, IL, and look at flights from Pearson Toronto 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 Toronto, ON to Chicago?
The most popular companies between Toronto, ON and Chicago, are FlixBus, Delta Air Lines and Skyscanner. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus
Airlines: Delta Air Lines, Skyscanner, Porter Airlines and 5 more.
All you need to know when you travel from Toronto, ON to Chicago
Check all information on comfort and services on all modes of transports from Toronto, ON 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 Toronto, ON to Chicago
How can I reach Chicago from Toronto, ON?
Every day, there are on average 9 connections between Bus and Flight, with which you can get to Chicago from Toronto, ON.
How far is Chicago from Toronto, ON?
The distance between Toronto, ON and Chicago is 435.6 miles.
What is the most ecofriendly mode of transport between Toronto, ON 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 19 kgs of CO2, a train 25 kgs, a car 119 kgs, and a flight 172 kgs.
What is the cheapest mode of transport from Toronto, ON to Chicago?
You can get to Chicago with just $61 by taking a Bus from FlixBus.
What is the fastest way to get from Toronto, ON 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 1h 50m with a Flight from CargoLogicAir.
More routes to Toronto, ON and to Chicago
Looking for more options? Here you can see the most popular routes to Toronto, ON and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Toronto, ON
- Edmonton, AB to Toronto, ON
- Halifax, NS to Toronto, ON
- Moncton, NB to Toronto, ON
- Montreal to Toronto, ON
- Montreal-Trudeau Airport to Toronto, ON
- Ottawa, ON to Toronto, ON
- Québec, QC to Toronto, ON
- Saskatoon to Toronto, ON
- Sault Ste. Marie, ON to Toronto, ON
- Thunder Bay, ON to Toronto, ON