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 2 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 $75 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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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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FlixBus19h 55m01:25 PMToronto, ONScarborough Town Center8:20 AMChicago95th Red Line Station0Economy
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FlixBus19h 5m02:15 PMToronto, ONFront St West8:20 AMChicago95th Red Line Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways34h 20m011:00 AMToronto, ONUnion Station Bus Terminal8:20 PMChicagoGreyhound Bus Station0Economy
Cheapest Buses today
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FlixBus19h 55m01:25 PMToronto, ONScarborough Town Center8:20 AMChicago95th Red Line Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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FlixBus19h 5m02:15 PMToronto, ONFront St West8:20 AMChicago95th Red Line Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
Cheapest Buses tomorrow
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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FlixBus17h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus17h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoGreyhound Bus Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0Economy
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CargoLogicAir1h 50m03:50 PMPearson Toronto AirportBilly Bishop Toronto City Airport4:40 PMChicago Midway AirportChicago Midway Airport0Economy
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Skyscanner10h 46m08:50 AMPearson Toronto AirportBilly Bishop Toronto City Airport6:36 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner9h 16m010:20 AMPearson Toronto AirportBilly Bishop Toronto City Airport6:36 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner13h 42m07:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport8:02 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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CargoLogicAir21h 27m08:55 PMPearson Toronto AirportBilly Bishop Toronto City Airport5:22 PMChicago Midway AirportChicago Midway Airport0Economy
Cheapest Buses Sunday
Cheapest Flights Sunday
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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FlixBus17h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus19h 5m02:15 PMToronto, ONFront St West8:20 AMChicago95th Red Line Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways37h 50m07:30 AMToronto, ONUnion Station Bus Terminal8:20 PMChicagoGreyhound Bus Station0Economy
Cheapest Buses Monday
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FlixBus17h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus14h 5m08:15 AMToronto, ONFront St West9:20 PMChicagoGreyhound Bus Station0Economy
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FlixBus15h 0m07:20 AMToronto, ONScarborough Town Center9:20 PMChicagoGreyhound Bus Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways37h 50m07:30 AMToronto, ONUnion Station Bus Terminal8:20 PMChicagoGreyhound Bus Station0Economy
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Delta Air Lines16h 51m06:15 AMPearson Toronto AirportPearson Toronto Airport10:06 PMChicago Midway AirportChicago Midway Airport0Economy
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Delta Air Lines15h 16m07:50 AMPearson Toronto AirportPearson Toronto Airport10:06 PMChicago Midway AirportChicago Midway Airport0Economy
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Skyscanner23h 36m02:55 PMPearson Toronto AirportPearson Toronto Airport1:31 PMChicago Midway AirportChicago Midway Airport0Economy
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Delta Air Lines4h 24m06:00 AMPearson Toronto AirportPearson Toronto Airport9:24 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Air Canada1h 51m012:20 PMPearson Toronto AirportPearson Toronto Airport1:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner2h 13m06:52 AMPearson Toronto AirportPearson Toronto Airport8:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
Cheapest Buses Tuesday
Cheapest Flights Tuesday
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FlixBus17h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus17h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus14h 5m08:15 AMToronto, ONFront St West9:20 PMChicagoGreyhound Bus Station0Economy
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FlixBus16h 20m02:15 PMToronto, ONFront St West5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus15h 0m07:20 AMToronto, ONScarborough Town Center9:20 PMChicagoGreyhound Bus Station0Economy
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Air Canada1h 57m08:00 AMPearson Toronto AirportPearson Toronto Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner2h 7m09:00 PMPearson Toronto AirportPearson Toronto Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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United Airlines2h 5m09:00 AMPearson Toronto AirportPearson Toronto Airport10:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Jazz Aviation10h 30m010:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport7:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Delta Air Lines9h 8m06:30 AMPearson Toronto AirportPearson Toronto Airport2:38 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
Cheapest Buses Wednesday
Cheapest Flights Wednesday
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FlixBus16h 5m07:20 AMToronto, ONScarborough Town Center10:25 PMChicago95th Red Line Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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FlixBus15h 10m08:15 AMToronto, ONFront St West10:25 PMChicago95th Red Line Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
Cheapest Buses 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.
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FlixBus19h 5m02:15 PMToronto, ONFront St West8:20 AMChicago95th Red Line Station0Economy
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FlixBus19h 55m01:25 PMToronto, ONScarborough Town Center8:20 AMChicago95th Red Line Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways34h 20m011:00 AMToronto, ONUnion Station Bus Terminal8:20 PMChicagoGreyhound Bus Station0Economy
Fastest Buses today
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FlixBus19h 5m02:15 PMToronto, ONFront St West8:20 AMChicago95th Red Line Station0Economy
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FlixBus19h 55m01:25 PMToronto, ONScarborough Town Center8:20 AMChicago95th Red Line Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
Fastest Buses tomorrow
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CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0Economy
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CargoLogicAir1h 50m03:50 PMPearson Toronto AirportBilly Bishop Toronto City Airport4:40 PMChicago Midway AirportChicago Midway Airport0Economy
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CargoLogicAir7h 48m09:05 AMPearson Toronto AirportBilly Bishop Toronto City Airport3:53 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner9h 16m010:20 AMPearson Toronto AirportBilly Bishop Toronto City Airport6:36 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner10h 46m08:50 AMPearson Toronto AirportBilly Bishop Toronto City Airport6:36 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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CargoLogicAir11h 34m02:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport12:34 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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FlixBus17h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus17h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
Fastest Flights Sunday
Fastest Buses Sunday
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FlixBus17h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus19h 5m02:15 PMToronto, ONFront St West8:20 AMChicago95th Red Line Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways37h 50m07:30 AMToronto, ONUnion Station Bus Terminal8:20 PMChicagoGreyhound Bus Station0Economy
Fastest Buses Monday
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CargoLogicAir1h 50m09:30 AMPearson Toronto AirportBilly Bishop Toronto City Airport10:20 AMChicago Midway AirportChicago Midway Airport0Economy
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CargoLogicAir1h 50m03:50 PMPearson Toronto AirportBilly Bishop Toronto City Airport4:40 PMChicago Midway AirportChicago Midway Airport0Economy
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Air Canada1h 51m012:20 PMPearson Toronto AirportPearson Toronto Airport1:11 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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United Airlines2h 5m09:00 AMPearson Toronto AirportPearson Toronto Airport10:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner2h 13m06:52 AMPearson Toronto AirportPearson Toronto Airport8:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Delta Air Lines4h 24m06:00 AMPearson Toronto AirportPearson Toronto Airport9:24 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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FlixBus14h 5m08:15 AMToronto, ONFront St West9:20 PMChicagoGreyhound Bus Station0Economy
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FlixBus15h 0m07:20 AMToronto, ONScarborough Town Center9:20 PMChicagoGreyhound Bus Station0Economy
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FlixBus17h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoGreyhound Bus Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways37h 50m07:30 AMToronto, ONUnion Station Bus Terminal8:20 PMChicagoGreyhound Bus Station0Economy
Fastest Flights Tuesday
Fastest Buses Tuesday
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Air Canada1h 57m08:00 AMPearson Toronto AirportPearson Toronto Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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United Airlines2h 5m09:00 AMPearson Toronto AirportPearson Toronto Airport10:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Skyscanner2h 7m09:00 PMPearson Toronto AirportPearson Toronto Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Delta Air Lines9h 8m06:30 AMPearson Toronto AirportPearson Toronto Airport2:38 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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Jazz Aviation10h 30m010:25 AMPearson Toronto AirportBilly Bishop Toronto City Airport7:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0Economy
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FlixBus14h 5m08:15 AMToronto, ONFront St West9:20 PMChicagoGreyhound Bus Station0Economy
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FlixBus15h 0m07:20 AMToronto, ONScarborough Town Center9:20 PMChicagoGreyhound Bus Station0Economy
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FlixBus16h 20m02:15 PMToronto, ONFront St West5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus17h 10m01:25 PMToronto, ONScarborough Town Center5:35 AMChicagoGreyhound Bus Station0Economy
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FlixBus17h 50m012:45 PMPearson Toronto AirportPearson Toronto Airport5:35 AMChicagoGreyhound Bus Station0Economy
Fastest Flights Wednesday
Fastest Buses Wednesday
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FlixBus15h 10m08:15 AMToronto, ONFront St West10:25 PMChicago95th Red Line Station0Economy
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FlixBus16h 5m07:20 AMToronto, ONScarborough Town Center10:25 PMChicago95th Red Line Station0Economy
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FlixBus20h 35m012:45 PMPearson Toronto AirportPearson Toronto Airport8:20 AMChicago95th Red Line Station0Economy
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New York Trailways27h 50m011:00 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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New York Trailways31h 20m07:30 AMToronto, ONUnion Station Bus Terminal1:50 PMChicagoGreyhound Bus Station0Economy
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, Scarborough Town Center or Union Station Bus Terminal, 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 8 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 Toronto, ON and Chicago, you can pay as low as $75 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, New York Trailways and CargoLogicAir, 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, New York Trailways and CargoLogicAir. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and New York Trailways
Airlines: CargoLogicAir, Skyscanner, Delta Air Lines and 3 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 8 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 $75 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
- Chicago to Toronto, ON
- Edmonton, AB to Toronto, ON
- Halifax, NS to Toronto, ON
- John F. Kennedy Airport to Toronto, ON
- Montreal to Toronto, ON
- Montreal-Trudeau Airport to Toronto, ON
- New York to Toronto, ON
- North Bay, ON to Toronto, ON
- Orlando, FL to Toronto, ON
- Ottawa, ON to Toronto, ON
- Pearson Toronto Airport to Toronto, ON
- Québec, QC to Toronto, ON
- Sault Ste. Marie, ON to Toronto, ON
- Sudbury, ON to Toronto, ON
- Thunder Bay, ON to Toronto, ON
- Washington Dulles Airport to Toronto, ON
- Washington, DC to Toronto, ON
- Windsor, ON to Toronto, ON
- Winnipeg, MB to Toronto, ON
- Trips to Chicago
- Champaign, IL to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Eagle Pass, TX to Chicago
- El Paso, TX to Chicago
- Iowa City, IA to Chicago
- Laredo, TX to Chicago
- Las Vegas to Chicago
- Los Angeles to Chicago
- New York to Chicago
- Ottawa, ON to Chicago
- Phoenix, AZ to Chicago
- Pittsburgh to Chicago
- San Diego to Chicago
- Springfield, MO to Chicago