What is the best way to travel from Mississauga, ON to Chicago?
Looking for a trip? Check and compare all the available Buses and Flights to Chicago from Mississauga, ON. Look at different modes of transportation, search 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 Mississauga, ON?
You can reach Chicago with just £60 by taking a Bus from FlixBus, but there are many more cheap offers: we have selected the best ones for you for the next few days here.
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FlixBus17h 40m012:45Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 12:45:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 05:25:00. 50 Economy ticket for £67 per person are available. Travel duration is 17h 40m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 08:20:00. 50 Economy ticket for £72 per person are available. Travel duration is 20h 35m
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FlixBus12h 30m023:55Mississauga, ONCity Centre Dr / Duke of York Blvd11:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) at 26/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 11:25:00. 50 Economy ticket for £76 per person are available. Travel duration is 12h 30m
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 09:40:00. 50 Economy ticket for £91 per person are available. Travel duration is 1h 50m
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Porter Airlines1h 50m013:45Pearson Toronto AirportBilly Bishop Toronto City Airport14:35Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 13:45:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 14:35:00. 50 Economy ticket for £99 per person are available. Travel duration is 1h 50m
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Skyscanner2h 5m021:00Pearson Toronto AirportPearson Toronto Airport22:05Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 21:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 22:05:00. 50 Economy ticket for £104 per person are available. Travel duration is 2h 5m
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Air Canada1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 20:16:00. 50 Economy ticket for £111 per person are available. Travel duration is 1h 56m
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Air Canada1h 55m014:00Pearson Toronto AirportPearson Toronto Airport14:55Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 14:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 14:55:00. 50 Economy ticket for £117 per person are available. Travel duration is 1h 55m
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Skyscanner1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 20:16:00. 50 Economy ticket for £123 per person are available. Travel duration is 1h 56m
Cheapest Buses Friday
Cheapest Flights Friday
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FlixBus17h 0m007:35Pearson Toronto AirportPearson Toronto Airport23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 07:35:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 23:35:00. 50 Economy ticket for £83 per person are available. Travel duration is 17h 0m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 08:20:00. 50 Economy ticket for £83 per person are available. Travel duration is 20h 35m
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FlixBus15h 25m002:35Pearson Toronto AirportPearson Toronto Airport17:00Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 02:35:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 17:00:00. 50 Economy ticket for £86 per person are available. Travel duration is 15h 25m
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Air Canada1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 20:16:00. 50 Economy ticket for £107 per person are available. Travel duration is 1h 56m
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Air Canada1h 57m012:25Pearson Toronto AirportPearson Toronto Airport13:22Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 12:25:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 13:22:00. 50 Economy ticket for £117 per person are available. Travel duration is 1h 57m
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Air Canada1h 50m008:50Pearson Toronto AirportPearson Toronto Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 09:40:00. 50 Economy ticket for £129 per person are available. Travel duration is 1h 50m
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Skyscanner1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 20:16:00. 50 Economy ticket for £134 per person are available. Travel duration is 1h 56m
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 09:40:00. 50 Economy ticket for £155 per person are available. Travel duration is 1h 50m
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Porter Airlines1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 09:40:00. 50 Economy ticket for £157 per person are available. Travel duration is 1h 50m
Cheapest Buses Saturday
Cheapest Flights Saturday
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FlixBus15h 25m002:35Pearson Toronto AirportPearson Toronto Airport17:00Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 02:35:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 17:00:00. 50 Economy ticket for £73 per person are available. Travel duration is 15h 25m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 08:20:00. 50 Economy ticket for £74 per person are available. Travel duration is 20h 35m
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FlixBus14h 50m023:35Pearson Toronto AirportPearson Toronto Airport13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 23:35:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 13:25:00. 50 Economy ticket for £74 per person are available. Travel duration is 14h 50m
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FlixBus14h 30m023:55Mississauga, ONCity Centre Dr / Duke of York Blvd13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) at 28/06/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 13:25:00. 50 Economy ticket for £74 per person are available. Travel duration is 14h 30m
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FlixBus17h 0m007:35Pearson Toronto AirportPearson Toronto Airport23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 07:35:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 23:35:00. 50 Economy ticket for £75 per person are available. Travel duration is 17h 0m
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 28/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 09:40:00. 50 Economy ticket for £92 per person are available. Travel duration is 1h 50m
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CargoLogicAir1h 50m013:45Pearson Toronto AirportBilly Bishop Toronto City Airport14:35Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 28/06/2026 13:45:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 14:35:00. 50 Economy ticket for £92 per person are available. Travel duration is 1h 50m
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United Airlines2h 6m010:15Pearson Toronto AirportPearson Toronto Airport11:21Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 10:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 11:21:00. 50 Economy ticket for £117 per person are available. Travel duration is 2h 6m
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Skyscanner1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 28/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 20:16:00. 50 Economy ticket for £135 per person are available. Travel duration is 1h 56m
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Porter Airlines2h 10m007:25Pearson Toronto AirportPearson Toronto Airport08:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 07:25:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 08:35:00. 50 Economy ticket for £176 per person are available. Travel duration is 2h 10m
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Skyscanner7h 41m006:05Pearson Toronto AirportPearson Toronto Airport12:46Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 06:05:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 12:46:00. 50 Economy ticket for £201 per person are available. Travel duration is 7h 41m
Cheapest Buses Sunday
Cheapest Flights Sunday
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 30/06/2026 08:20:00. 50 Economy ticket for £60 per person are available. Travel duration is 20h 35m
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FlixBus17h 40m012:45Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 12:45:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 05:25:00. 50 Economy ticket for £61 per person are available. Travel duration is 17h 40m
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FlixBus12h 50m023:35Pearson Toronto AirportPearson Toronto Airport11:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 23:35:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 11:25:00. 50 Economy ticket for £64 per person are available. Travel duration is 12h 50m
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FlixBus14h 50m023:35Pearson Toronto AirportPearson Toronto Airport13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 23:35:00 to 95th Red Line Station, Chicago (USA) arriving at 30/06/2026 13:25:00. 50 Economy ticket for £64 per person are available. Travel duration is 14h 50m
Cheapest Buses Monday
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FlixBus14h 50m007:35Pearson Toronto AirportPearson Toronto Airport21:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 30/06/2026 07:35:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 21:25:00. 50 Economy ticket for £70 per person are available. Travel duration is 14h 50m
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FlixBus19h 50m010:35Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 30/06/2026 10:35:00 to Downtown Coach Station, Chicago (USA) arriving at 01/07/2026 05:25:00. 50 Economy ticket for £70 per person are available. Travel duration is 19h 50m
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FlixBus19h 0m023:35Pearson Toronto AirportPearson Toronto Airport17:35ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 30/06/2026 23:35:00 to Downtown Coach Station, Chicago (USA) arriving at 01/07/2026 17:35:00. 50 Economy ticket for £70 per person are available. Travel duration is 19h 0m
Cheapest Buses Tuesday
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FlixBus14h 50m023:35Pearson Toronto AirportPearson Toronto Airport13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 23:35:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 13:25:00. 50 Economy ticket for £74 per person are available. Travel duration is 14h 50m
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FlixBus19h 50m010:35Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 10:35:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 05:25:00. 50 Economy ticket for £76 per person are available. Travel duration is 19h 50m
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FlixBus14h 30m023:55Mississauga, ONCity Centre Dr / Duke of York Blvd13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) at 01/07/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 13:25:00. 50 Economy ticket for £76 per person are available. Travel duration is 14h 30m
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FlixBus22h 45m010:35Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 10:35:00 to 95th Red Line Station, Chicago (USA) arriving at 02/07/2026 08:20:00. 50 Economy ticket for £78 per person are available. Travel duration is 22h 45m
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FlixBus18h 25m023:35Pearson Toronto AirportPearson Toronto Airport17:00Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 23:35:00 to 95th Red Line Station, Chicago (USA) arriving at 02/07/2026 17:00:00. 50 Economy ticket for £79 per person are available. Travel duration is 18h 25m
Cheapest Buses Wednesday
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 03/07/2026 08:20:00. 50 Economy ticket for £69 per person are available. Travel duration is 20h 35m
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FlixBus17h 0m007:35Pearson Toronto AirportPearson Toronto Airport23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:35:00 to 95th Red Line Station, Chicago (USA) arriving at 02/07/2026 23:35:00. 50 Economy ticket for £72 per person are available. Travel duration is 17h 0m
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FlixBus14h 50m007:35Pearson Toronto AirportPearson Toronto Airport21:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:35:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 21:25:00. 50 Economy ticket for £72 per person are available. Travel duration is 14h 50m
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FlixBus17h 40m012:45Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 12:45:00 to Downtown Coach Station, Chicago (USA) arriving at 03/07/2026 05:25:00. 50 Economy ticket for £72 per person are available. Travel duration is 17h 40m
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £88 per person are available. Travel duration is 1h 50m
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Porter Airlines1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £90 per person are available. Travel duration is 1h 50m
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Air Canada1h 50m008:50Pearson Toronto AirportPearson Toronto Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £93 per person are available. Travel duration is 1h 50m
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Air Transat1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Transat goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £128 per person are available. Travel duration is 1h 50m
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Skyscanner2h 10m007:17Pearson Toronto AirportPearson Toronto Airport08:27Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:17:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 02/07/2026 08:27:00. 50 Economy ticket for £132 per person are available. Travel duration is 2h 10m
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Porter Airlines2h 10m007:17Pearson Toronto AirportPearson Toronto Airport08:27Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:17:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 02/07/2026 08:27:00. 50 Economy ticket for £135 per person are available. Travel duration is 2h 10m
Cheapest Buses Thursday
Cheapest Flights Thursday
What are the fastest trips from Mississauga, ON to Chicago?
You can get to Chicago from Mississauga, ON in just 1h 50m with a Flight from CargoLogicAir. But this is just one option, click on any of the offers below to compare it with the other available modes of transportations.
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 09:40:00. 50 Economy ticket for £91 per person are available. Travel duration is 1h 50m
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Porter Airlines1h 50m013:45Pearson Toronto AirportBilly Bishop Toronto City Airport14:35Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 13:45:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 14:35:00. 50 Economy ticket for £99 per person are available. Travel duration is 1h 50m
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Air Canada1h 50m013:45Pearson Toronto AirportPearson Toronto Airport14:35Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 13:45:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 26/06/2026 14:35:00. 50 Economy ticket for £198 per person are available. Travel duration is 1h 50m
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Air Canada1h 55m014:00Pearson Toronto AirportPearson Toronto Airport14:55Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 14:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 14:55:00. 50 Economy ticket for £117 per person are available. Travel duration is 1h 55m
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Air Canada1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 20:16:00. 50 Economy ticket for £111 per person are available. Travel duration is 1h 56m
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Skyscanner1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 26/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 26/06/2026 20:16:00. 50 Economy ticket for £123 per person are available. Travel duration is 1h 56m
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FlixBus12h 30m023:55Mississauga, ONCity Centre Dr / Duke of York Blvd11:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) at 26/06/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 11:25:00. 50 Economy ticket for £76 per person are available. Travel duration is 12h 30m
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FlixBus17h 40m012:45Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 12:45:00 to Downtown Coach Station, Chicago (USA) arriving at 27/06/2026 05:25:00. 50 Economy ticket for £67 per person are available. Travel duration is 17h 40m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 26/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 08:20:00. 50 Economy ticket for £72 per person are available. Travel duration is 20h 35m
Fastest Flights Friday
Fastest Buses Friday
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Air Canada1h 50m008:50Pearson Toronto AirportPearson Toronto Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 09:40:00. 50 Economy ticket for £129 per person are available. Travel duration is 1h 50m
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 09:40:00. 50 Economy ticket for £155 per person are available. Travel duration is 1h 50m
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Porter Airlines1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 27/06/2026 09:40:00. 50 Economy ticket for £157 per person are available. Travel duration is 1h 50m
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Air Canada1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 20:16:00. 50 Economy ticket for £107 per person are available. Travel duration is 1h 56m
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Skyscanner1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 27/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 20:16:00. 50 Economy ticket for £134 per person are available. Travel duration is 1h 56m
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Air Canada1h 57m012:25Pearson Toronto AirportPearson Toronto Airport13:22Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 12:25:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 27/06/2026 13:22:00. 50 Economy ticket for £117 per person are available. Travel duration is 1h 57m
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FlixBus15h 25m002:35Pearson Toronto AirportPearson Toronto Airport17:00Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 02:35:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 17:00:00. 50 Economy ticket for £86 per person are available. Travel duration is 15h 25m
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FlixBus17h 0m007:35Pearson Toronto AirportPearson Toronto Airport23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 07:35:00 to 95th Red Line Station, Chicago (USA) arriving at 27/06/2026 23:35:00. 50 Economy ticket for £83 per person are available. Travel duration is 17h 0m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 27/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 08:20:00. 50 Economy ticket for £83 per person are available. Travel duration is 20h 35m
Fastest Flights Saturday
Fastest Buses Saturday
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 28/06/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 09:40:00. 50 Economy ticket for £92 per person are available. Travel duration is 1h 50m
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CargoLogicAir1h 50m013:45Pearson Toronto AirportBilly Bishop Toronto City Airport14:35Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 28/06/2026 13:45:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 28/06/2026 14:35:00. 50 Economy ticket for £92 per person are available. Travel duration is 1h 50m
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Skyscanner1h 56m019:20Pearson Toronto AirportBilly Bishop Toronto City Airport20:16Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 28/06/2026 19:20:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 20:16:00. 50 Economy ticket for £135 per person are available. Travel duration is 1h 56m
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Air Canada1h 57m012:25Pearson Toronto AirportPearson Toronto Airport13:22Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 12:25:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 13:22:00. 50 Economy ticket for £218 per person are available. Travel duration is 1h 57m
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United Airlines2h 6m010:15Pearson Toronto AirportPearson Toronto Airport11:21Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 10:15:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 11:21:00. 50 Economy ticket for £117 per person are available. Travel duration is 2h 6m
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Porter Airlines2h 10m007:25Pearson Toronto AirportPearson Toronto Airport08:35Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Porter Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 07:25:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 28/06/2026 08:35:00. 50 Economy ticket for £176 per person are available. Travel duration is 2h 10m
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FlixBus14h 30m023:55Mississauga, ONCity Centre Dr / Duke of York Blvd13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) at 28/06/2026 23:55:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 13:25:00. 50 Economy ticket for £74 per person are available. Travel duration is 14h 30m
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FlixBus14h 50m023:35Pearson Toronto AirportPearson Toronto Airport13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 23:35:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 13:25:00. 50 Economy ticket for £74 per person are available. Travel duration is 14h 50m
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FlixBus15h 25m002:35Pearson Toronto AirportPearson Toronto Airport17:00Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 02:35:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 17:00:00. 50 Economy ticket for £73 per person are available. Travel duration is 15h 25m
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FlixBus17h 0m007:35Pearson Toronto AirportPearson Toronto Airport23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 07:35:00 to 95th Red Line Station, Chicago (USA) arriving at 28/06/2026 23:35:00. 50 Economy ticket for £75 per person are available. Travel duration is 17h 0m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 28/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 29/06/2026 08:20:00. 50 Economy ticket for £74 per person are available. Travel duration is 20h 35m
Fastest Flights Sunday
Fastest Buses Sunday
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FlixBus12h 50m023:35Pearson Toronto AirportPearson Toronto Airport11:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 23:35:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 11:25:00. 50 Economy ticket for £64 per person are available. Travel duration is 12h 50m
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FlixBus14h 50m023:35Pearson Toronto AirportPearson Toronto Airport13:25Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 23:35:00 to 95th Red Line Station, Chicago (USA) arriving at 30/06/2026 13:25:00. 50 Economy ticket for £64 per person are available. Travel duration is 14h 50m
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FlixBus17h 40m012:45Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 12:45:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 05:25:00. 50 Economy ticket for £61 per person are available. Travel duration is 17h 40m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 29/06/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 30/06/2026 08:20:00. 50 Economy ticket for £60 per person are available. Travel duration is 20h 35m
Fastest Buses Monday
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FlixBus14h 50m007:35Pearson Toronto AirportPearson Toronto Airport21:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 30/06/2026 07:35:00 to Downtown Coach Station, Chicago (USA) arriving at 30/06/2026 21:25:00. 50 Economy ticket for £70 per person are available. Travel duration is 14h 50m
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FlixBus19h 0m023:35Pearson Toronto AirportPearson Toronto Airport17:35ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 30/06/2026 23:35:00 to Downtown Coach Station, Chicago (USA) arriving at 01/07/2026 17:35:00. 50 Economy ticket for £70 per person are available. Travel duration is 19h 0m
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FlixBus19h 50m010:35Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 30/06/2026 10:35:00 to Downtown Coach Station, Chicago (USA) arriving at 01/07/2026 05:25:00. 50 Economy ticket for £70 per person are available. Travel duration is 19h 50m
Fastest Buses Tuesday
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FlixBus14h 30m023:55Mississauga, ONCity Centre Dr / Duke of York Blvd13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from City Centre Dr / Duke of York Blvd, Mississauga, ON (Canada) at 01/07/2026 23:55:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 13:25:00. 50 Economy ticket for £76 per person are available. Travel duration is 14h 30m
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FlixBus14h 50m023:35Pearson Toronto AirportPearson Toronto Airport13:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 23:35:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 13:25:00. 50 Economy ticket for £74 per person are available. Travel duration is 14h 50m
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FlixBus18h 25m023:35Pearson Toronto AirportPearson Toronto Airport17:00Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 23:35:00 to 95th Red Line Station, Chicago (USA) arriving at 02/07/2026 17:00:00. 50 Economy ticket for £79 per person are available. Travel duration is 18h 25m
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FlixBus19h 50m010:35Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 10:35:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 05:25:00. 50 Economy ticket for £76 per person are available. Travel duration is 19h 50m
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FlixBus22h 45m010:35Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 01/07/2026 10:35:00 to 95th Red Line Station, Chicago (USA) arriving at 02/07/2026 08:20:00. 50 Economy ticket for £78 per person are available. Travel duration is 22h 45m
Fastest Buses Wednesday
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CargoLogicAir1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £88 per person are available. Travel duration is 1h 50m
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Porter Airlines1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £90 per person are available. Travel duration is 1h 50m
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Air Canada1h 50m008:50Pearson Toronto AirportPearson Toronto Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Canada goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £93 per person are available. Travel duration is 1h 50m
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Air Transat1h 50m008:50Pearson Toronto AirportBilly Bishop Toronto City Airport09:40Chicago Midway AirportChicago Midway Airport0EconomyA Flight from Air Transat goes from Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) at 02/07/2026 08:50:00 to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 02/07/2026 09:40:00. 50 Economy ticket for £128 per person are available. Travel duration is 1h 50m
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United Airlines2h 0m007:00Pearson Toronto AirportPearson Toronto Airport08:00Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:00:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 02/07/2026 08:00:00. 50 Economy ticket for £158 per person are available. Travel duration is 2h 0m
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Skyscanner2h 10m007:17Pearson Toronto AirportPearson Toronto Airport08:27Chicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:17:00 to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 02/07/2026 08:27:00. 50 Economy ticket for £132 per person are available. Travel duration is 2h 10m
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FlixBus14h 50m007:35Pearson Toronto AirportPearson Toronto Airport21:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:35:00 to Downtown Coach Station, Chicago (USA) arriving at 02/07/2026 21:25:00. 50 Economy ticket for £72 per person are available. Travel duration is 14h 50m
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FlixBus17h 0m007:35Pearson Toronto AirportPearson Toronto Airport23:35Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 07:35:00 to 95th Red Line Station, Chicago (USA) arriving at 02/07/2026 23:35:00. 50 Economy ticket for £72 per person are available. Travel duration is 17h 0m
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FlixBus17h 40m012:45Pearson Toronto AirportPearson Toronto Airport05:25ChicagoDowntown Coach Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 12:45:00 to Downtown Coach Station, Chicago (USA) arriving at 03/07/2026 05:25:00. 50 Economy ticket for £72 per person are available. Travel duration is 17h 40m
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FlixBus20h 35m012:45Pearson Toronto AirportPearson Toronto Airport08:20Chicago95th Red Line Station0EconomyA Bus from FlixBus goes from Pearson Toronto Airport, Pearson Toronto Airport (Canada) at 02/07/2026 12:45:00 to 95th Red Line Station, Chicago (USA) arriving at 03/07/2026 08:20:00. 50 Economy ticket for £69 per person are available. Travel duration is 20h 35m
Fastest Flights Thursday
Fastest Buses Thursday
Here you will find all operators and timetables for a
Bus from Mississauga, ON to Chicago
What are the most popular stations in Mississauga, ON and Chicago?
In Mississauga, ON, you will usually depart from City Centre Dr / Duke of York Blvd, Mavis Rd At Cantay Rd Bus Stop or Winston Churchill Coach Station, while in Chicago you will be arriving at California & 35th Street Coach Stop, Downtown Coach 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 Mississauga, ON? With 10 connections between 1 Flight and Bus 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 Mississauga, ON and Chicago, you can pay as low as £60 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 Mississauga, ON and Chicago are FlixBus, Skyscanner and Air Canada, 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 Mississauga, 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 Pearson Toronto Airport 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 Mississauga, ON to Chicago?
The most popular companies between Mississauga, ON and Chicago, are FlixBus, Skyscanner and Air Canada. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus
Airlines: Skyscanner, Air Canada, CargoLogicAir and 4 more.
All you need to know when you travel from Mississauga, ON to Chicago
Check all information on comfort and services on all modes of transports from Mississauga, 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 Mississauga, ON to Chicago
How can I reach Chicago from Mississauga, ON?
Every day, there are on average 10 connections between Flight and Bus, with which you can get to Chicago from Mississauga, ON.
How far is Chicago from Mississauga, ON?
The distance between Mississauga, ON and Chicago is 679.9 km.
What is the most ecofriendly mode of transport between Mississauga, 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 18 kgs of CO2, a train 24 kgs, a car 116 kgs, and a flight 167 kgs.
What is the cheapest mode of transport from Mississauga, ON to Chicago?
You can get to Chicago with just £60 by taking a Bus from FlixBus.
What is the fastest way to get from Mississauga, 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 Mississauga, ON and to Chicago
Looking for more options? Here you can see the most popular routes to Mississauga, ON and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to Mississauga, ON
- Chicago to Mississauga, ON
- Trips to Chicago
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- New York to Chicago
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- Philadelphia, PA to Chicago
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