What is the best way to travel from Chicago to Pearson Toronto Airport?
Looking for a trip? Compare all the available Buses and Flights for the journey to Pearson Toronto Airport from Chicago. 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 Pearson Toronto Airport from Chicago?
You can get to Pearson Toronto Airport with just $42 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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FlixBus14h 45m09:30 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 4/19/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 14h 45m
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Greyhound US15h 25m07:00 AMChicagoDowntown Bus Station11:25 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/19/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 11:25:00 PM. 50 Economy ticket for $61 per person are available. Travel duration is 15h 25m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/19/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 5:45:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 12h 50m
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Greyhound US18h 30m010:15 AMChicagoCanal & Van Buren5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/19/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 5:45:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 18h 30m
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FlixBus14h 20m09:55 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/19/2026 9:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:15:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 14h 20m
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American Airlines1h 45m09:50 AMChicago Midway AirportChicago Midway Airport12:35 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from American Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/19/2026 9:50:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 12:35:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 1h 45m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/19/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 9:54:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 1h 50m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/19/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 11:49:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 1h 44m
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CargoLogicAir1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/19/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 6:47:00 PM. 50 Economy ticket for $137 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/19/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 6:47:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 1h 42m
Cheapest Buses Sunday
Cheapest Flights Sunday
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FlixBus14h 45m09:30 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 4/20/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:15:00 AM. 50 Economy ticket for $42 per person are available. Travel duration is 14h 45m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/20/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 5:45:00 AM. 50 Economy ticket for $46 per person are available. Travel duration is 12h 50m
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FlixBus14h 20m09:55 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/20/2026 9:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:15:00 AM. 50 Economy ticket for $55 per person are available. Travel duration is 14h 20m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $109 per person are available. Travel duration is 1h 42m
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United Airlines1h 39m09:20 PMChicago Midway AirportChicago Midway Airport11:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 9:20:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 11:59:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 39m
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Skyscanner1h 36m07:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:31 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 7:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 10:31:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 36m
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Air Canada1h 43m02:00 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 2:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 4:43:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 43m
Cheapest Buses Monday
Cheapest Flights Monday
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/21/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 5:45:00 AM. 50 Economy ticket for $43 per person are available. Travel duration is 12h 50m
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Greyhound US15h 0m01:45 PMChicago95th Red Line Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/21/2026 1:45:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 5:45:00 AM. 50 Economy ticket for $51 per person are available. Travel duration is 15h 0m
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Greyhound US18h 30m010:15 AMChicagoCanal & Van Buren5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/21/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 5:45:00 AM. 50 Economy ticket for $56 per person are available. Travel duration is 18h 30m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 1h 42m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 1h 42m
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Air Canada1h 43m04:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:58 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 4:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 6:58:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 43m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 9:54:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 50m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 11:49:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 44m
Cheapest Buses Tuesday
Cheapest Flights Tuesday
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Greyhound US15h 45m010:10 PMChicagoDowntown Bus Station2:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/22/2026 10:10:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:55:00 PM. 50 Economy ticket for $42 per person are available. Travel duration is 15h 45m
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FlixBus18h 30m07:25 PMChicago95th Red Line Station2:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/22/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:55:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 18h 30m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/22/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 5:55:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 17h 20m
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FlixBus21h 30m07:25 PMChicago95th Red Line Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/22/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 5:55:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 21h 30m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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JetBlue Airways1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from JetBlue Airways goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $111 per person are available. Travel duration is 1h 42m
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Spirit Airlines17h 50m07:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 7:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 17h 50m
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Frontier Airlines23h 38m01:27 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 1:27:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 38m
Cheapest Buses Wednesday
Cheapest Flights Wednesday
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Greyhound US17h 15m07:00 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/23/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 1:15:00 AM. 50 Economy ticket for $49 per person are available. Travel duration is 17h 15m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/23/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 5:55:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 17h 20m
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FlixBus18h 30m05:45 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/23/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 1:15:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 18h 30m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 1h 42m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 9:54:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 50m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 11:49:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 44m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 1h 42m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Greyhound US17h 15m07:00 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/24/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:15:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 17h 15m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/24/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 5:55:00 PM. 50 Economy ticket for $62 per person are available. Travel duration is 17h 20m
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FlixBus21h 30m07:25 PMChicago95th Red Line Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/24/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 5:55:00 PM. 50 Economy ticket for $78 per person are available. Travel duration is 21h 30m
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FlixBus18h 30m05:45 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/24/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:15:00 AM. 50 Economy ticket for $79 per person are available. Travel duration is 18h 30m
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Porter Airlines1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Air Transat1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 1h 42m
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Spirit Airlines26h 56m012:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 12:47:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 4:43:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 26h 56m
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Westjet Airlines3h 18m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:18 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 11:18:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 3h 18m
Cheapest Buses Friday
Cheapest Flights Friday
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FlixBus14h 45m09:30 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 1:15:00 AM. 50 Economy ticket for $46 per person are available. Travel duration is 14h 45m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 5:55:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 17h 20m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 5:45:00 AM. 50 Economy ticket for $48 per person are available. Travel duration is 12h 50m
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CargoLogicAir1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Frontier Airlines4h 50m07:30 AMChicago Midway AirportChicago Midway Airport1:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 7:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:20:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 4h 50m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 9:54:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 50m
Cheapest Buses Saturday
Cheapest Flights Saturday
What are the fastest trips from Chicago to Pearson Toronto Airport?
You can get to Pearson Toronto Airport from Chicago in just 1h 36m with a Flight from Skyscanner. 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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CargoLogicAir1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/19/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 6:47:00 PM. 50 Economy ticket for $137 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/19/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 6:47:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 1h 42m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/19/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 11:49:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 1h 44m
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American Airlines1h 45m09:50 AMChicago Midway AirportChicago Midway Airport12:35 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from American Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/19/2026 9:50:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 12:35:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 1h 45m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/19/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 9:54:00 AM. 50 Economy ticket for $128 per person are available. Travel duration is 1h 50m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/19/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 5:45:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 12h 50m
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FlixBus14h 20m09:55 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/19/2026 9:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:15:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 14h 20m
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FlixBus14h 45m09:30 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 4/19/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:15:00 AM. 50 Economy ticket for $61 per person are available. Travel duration is 14h 45m
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Greyhound US15h 25m07:00 AMChicagoDowntown Bus Station11:25 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/19/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/19/2026 11:25:00 PM. 50 Economy ticket for $61 per person are available. Travel duration is 15h 25m
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Greyhound US18h 30m010:15 AMChicagoCanal & Van Buren5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/19/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 5:45:00 AM. 50 Economy ticket for $66 per person are available. Travel duration is 18h 30m
Fastest Flights Sunday
Fastest Buses Sunday
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Skyscanner1h 36m07:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:31 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 7:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 10:31:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 36m
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United Airlines1h 39m09:20 PMChicago Midway AirportChicago Midway Airport11:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 9:20:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 11:59:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 39m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/20/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 1:42:00 PM. 50 Economy ticket for $109 per person are available. Travel duration is 1h 42m
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Air Canada1h 43m02:00 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/20/2026 2:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/20/2026 4:43:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 43m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/20/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 5:45:00 AM. 50 Economy ticket for $46 per person are available. Travel duration is 12h 50m
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FlixBus14h 20m09:55 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/20/2026 9:55:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:15:00 AM. 50 Economy ticket for $55 per person are available. Travel duration is 14h 20m
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FlixBus14h 45m09:30 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 4/20/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:15:00 AM. 50 Economy ticket for $42 per person are available. Travel duration is 14h 45m
Fastest Flights Monday
Fastest Buses Monday
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 1h 42m
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/21/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 1:42:00 PM. 50 Economy ticket for $97 per person are available. Travel duration is 1h 42m
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Air Canada1h 43m04:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center6:58 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 4:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 6:58:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 43m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 11:49:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 44m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/21/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/21/2026 9:54:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 50m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/21/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 5:45:00 AM. 50 Economy ticket for $43 per person are available. Travel duration is 12h 50m
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Greyhound US15h 0m01:45 PMChicago95th Red Line Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from 95th Red Line Station, Chicago (USA) at 4/21/2026 1:45:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 5:45:00 AM. 50 Economy ticket for $51 per person are available. Travel duration is 15h 0m
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Greyhound US18h 30m010:15 AMChicagoCanal & Van Buren5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Canal & Van Buren, Chicago (USA) at 4/21/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 5:45:00 AM. 50 Economy ticket for $56 per person are available. Travel duration is 18h 30m
Fastest Flights Tuesday
Fastest Buses Tuesday
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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JetBlue Airways1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from JetBlue Airways goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/22/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/22/2026 1:42:00 PM. 50 Economy ticket for $111 per person are available. Travel duration is 1h 42m
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Spirit Airlines17h 50m07:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 7:15:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $123 per person are available. Travel duration is 17h 50m
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Frontier Airlines23h 38m01:27 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:05 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Frontier Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/22/2026 1:27:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:05:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 23h 38m
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Greyhound US15h 45m010:10 PMChicagoDowntown Bus Station2:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/22/2026 10:10:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:55:00 PM. 50 Economy ticket for $42 per person are available. Travel duration is 15h 45m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/22/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 5:55:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 17h 20m
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FlixBus18h 30m07:25 PMChicago95th Red Line Station2:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/22/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 2:55:00 PM. 50 Economy ticket for $53 per person are available. Travel duration is 18h 30m
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FlixBus21h 30m07:25 PMChicago95th Red Line Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/22/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 5:55:00 PM. 50 Economy ticket for $72 per person are available. Travel duration is 21h 30m
Fastest Flights Wednesday
Fastest Buses Wednesday
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CargoLogicAir1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $96 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $98 per person are available. Travel duration is 1h 42m
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Air Transat1h 42m011:00 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/23/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 1:42:00 PM. 50 Economy ticket for $141 per person are available. Travel duration is 1h 42m
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United Airlines1h 44m09:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 9:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 11:49:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 44m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/23/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/23/2026 9:54:00 AM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 50m
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Greyhound US17h 15m07:00 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/23/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 1:15:00 AM. 50 Economy ticket for $49 per person are available. Travel duration is 17h 15m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/23/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 5:55:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 17h 20m
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FlixBus18h 30m05:45 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/23/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 1:15:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 18h 30m
Fastest Flights Thursday
Fastest Buses Thursday
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Porter Airlines1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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Air Transat1h 42m04:05 PMChicago Midway AirportChicago Midway Airport6:47 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/24/2026 4:05:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 6:47:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Westjet Airlines3h 18m07:00 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:18 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Westjet Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/24/2026 11:18:00 AM. 50 Economy ticket for $201 per person are available. Travel duration is 3h 18m
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Spirit Airlines26h 56m012:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center4:43 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/24/2026 12:47:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 4:43:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 26h 56m
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Greyhound US17h 15m07:00 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/24/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:15:00 AM. 50 Economy ticket for $62 per person are available. Travel duration is 17h 15m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/24/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 5:55:00 PM. 50 Economy ticket for $62 per person are available. Travel duration is 17h 20m
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FlixBus18h 30m05:45 AMChicago95th Red Line Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/24/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:15:00 AM. 50 Economy ticket for $79 per person are available. Travel duration is 18h 30m
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FlixBus21h 30m07:25 PMChicago95th Red Line Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from 95th Red Line Station, Chicago (USA) at 4/24/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 5:55:00 PM. 50 Economy ticket for $78 per person are available. Travel duration is 21h 30m
Fastest Flights Friday
Fastest Buses Friday
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CargoLogicAir1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $105 per person are available. Travel duration is 1h 42m
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Porter Airlines1h 42m012:55 PMChicago Midway AirportChicago Midway Airport3:37 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 12:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 3:37:00 PM. 50 Economy ticket for $107 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 8:44:00 PM. 50 Economy ticket for $129 per person are available. Travel duration is 1h 47m
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Skyscanner1h 50m07:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/25/2026 7:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 9:54:00 AM. 50 Economy ticket for $130 per person are available. Travel duration is 1h 50m
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Frontier Airlines4h 50m07:30 AMChicago Midway AirportChicago Midway Airport1:20 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Frontier Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/25/2026 7:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/25/2026 1:20:00 PM. 50 Economy ticket for $130 per person are available. Travel duration is 4h 50m
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Greyhound US12h 50m03:55 PMChicagoDowntown Bus Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 5:45:00 AM. 50 Economy ticket for $48 per person are available. Travel duration is 12h 50m
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FlixBus14h 45m09:30 AMChicagoDowntown Bus Station1:15 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from FlixBus goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 1:15:00 AM. 50 Economy ticket for $46 per person are available. Travel duration is 14h 45m
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Greyhound US17h 20m011:35 PMChicagoDowntown Bus Station5:55 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Downtown Bus Station, Chicago (USA) at 4/25/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/26/2026 5:55:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 17h 20m
Fastest Flights Saturday
Fastest Buses Saturday
Here you will find all operators and timetables for a
Bus from Chicago to Pearson Toronto Airport
What are the most popular stations in Chicago and Pearson Toronto Airport?
In Chicago, you will usually depart from California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, while in Pearson Toronto Airport you will be arriving at Pearson Toronto Airport or Billy Bishop Toronto City Airport, 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 Pearson Toronto Airport from Chicago? With 14 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 Chicago and Pearson Toronto Airport, you can pay as low as $42 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 Skyscanner: you will get to Pearson Toronto Airport in just 1h 36m.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 Chicago and Pearson Toronto Airport are Greyhound US, Porter Airlines and FlixBus, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in Chicago and Pearson Toronto Airport 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 Cicero, IL or to Mississauga, ON, and look at flights from Chicago Midway Airport, and landing at . 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 Chicago to Pearson Toronto Airport?
The most popular companies between Chicago and Pearson Toronto Airport, are Greyhound US, Porter Airlines and FlixBus. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: Porter Airlines, United Airlines, CargoLogicAir and 8 more.
All you need to know when you travel from Chicago to Pearson Toronto Airport
Check all information on comfort and services on all modes of transports from Chicago to Pearson Toronto Airport. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from Chicago to Pearson Toronto Airport
How can I reach Pearson Toronto Airport from Chicago?
Every day, there are on average 14 connections between Bus and Flight, with which you can get to Pearson Toronto Airport from Chicago.
How far is Pearson Toronto Airport from Chicago?
The distance between Chicago and Pearson Toronto Airport is 424.7 miles.
What is the most ecofriendly mode of transport between Chicago and Pearson Toronto Airport?
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 168 kgs.
What is the cheapest mode of transport from Chicago to Pearson Toronto Airport?
You can get to Pearson Toronto Airport with just $42 by taking a Bus from FlixBus.
What is the fastest way to get from Chicago to Pearson Toronto Airport?
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 Pearson Toronto Airport in just 1h 36m with a Flight from Skyscanner.
More routes to Chicago and to Pearson Toronto Airport
Looking for more options? Here you can see the most popular routes to Chicago and to Pearson Toronto Airport. Simply click on a connection, and you’ll find all the details about the route!
