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 $40 by taking a Bus from Greyhound US, 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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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 4/28/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $47 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 4/28/2026 1:45:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $59 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 4/28/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 18h 30m
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Greyhound US18h 30m010:15 AMChicagoUnion Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/28/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $64 per person are available. Travel duration is 18h 30m
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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 4/28/2026 2:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 4:43:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 43m
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Skyscanner1h 47m08:06 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:53 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/28/2026 8:06:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 10:53:00 AM. 50 Economy ticket for $238 per person are available. Travel duration is 1h 47m
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American Airlines1h 52m08:37 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:29 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/28/2026 8:37:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 11:29:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 1h 52m
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Spirit Airlines8h 48m05:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:53 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/28/2026 5:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 2:53:00 PM. 50 Economy ticket for $263 per person are available. Travel duration is 8h 48m
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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 4/28/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 1:42:00 PM. 50 Economy ticket for $278 per person are available. Travel duration is 1h 42m
Cheapest Buses Tuesday
Cheapest Flights Tuesday
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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 4/29/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 5:55:00 PM. 50 Economy ticket for $40 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 4/29/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 5:55:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 21h 30m
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United Airlines1h 50m010:52 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/29/2026 10:52:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 1:42:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 50m
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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 4/29/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 1:42:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 42m
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Spirit Airlines19h 16m02:09 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:25 AMPearson 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 4/29/2026 2:09:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 10:25:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 19h 16m
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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 4/29/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 1:42:00 PM. 50 Economy ticket for $149 per person are available. Travel duration is 1h 42m
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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 4/29/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 11:18:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 3h 18m
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 4/30/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 1:15:00 AM. 50 Economy ticket for $58 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 4/30/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 5:55:00 PM. 50 Economy ticket for $70 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 4/30/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 1:15:00 AM. 50 Economy ticket for $76 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 4/30/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 1:42:00 PM. 50 Economy ticket for $77 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m04:50 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:37 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/30/2026 4:50:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 7:37:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 47m
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Skyscanner1h 51m07:03 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 4/30/2026 7:03:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 9:54:00 AM. 50 Economy ticket for $92 per person are available. Travel duration is 1h 51m
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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 4/30/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 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 4/30/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 1:42:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 1h 42m
Cheapest Buses Thursday
Cheapest Flights Thursday
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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 5/1/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 5:55:00 PM. 50 Economy ticket for $51 per person are available. Travel duration is 17h 20m
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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 5/1/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:15:00 AM. 50 Economy ticket for $52 per person are available. Travel duration is 17h 15m
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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 5/1/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 5:45:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 12h 50m
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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 5/1/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:15:00 AM. 50 Economy ticket for $67 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 5/1/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 5:55:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 21h 30m
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Porter Airlines1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/1/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 6:00:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 1h 40m
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Air Transat1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/1/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 6:00:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 1h 40m
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Spirit Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/1/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 8:44:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 47m
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United Airlines1h 45m01:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:46 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/1/2026 1:01:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 3:46:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 45m
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Air Canada1h 43m08:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:18 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/1/2026 8:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 11:18:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 43m
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 5/2/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 1:15:00 AM. 50 Economy ticket for $50 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 5/2/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 5:55:00 PM. 50 Economy ticket for $50 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 5/2/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 5:45:00 AM. 50 Economy ticket for $53 per person are available. Travel duration is 12h 50m
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United Airlines1h 45m07:09 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/2/2026 7:09:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 9:54:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 45m
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Air Canada6h 7m08:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:52 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/2/2026 8:45:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 3:52:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 6h 7m
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CargoLogicAir1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/2/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:10:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 40m
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Porter Airlines1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/2/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:10:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 1h 40m
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Skyscanner6h 37m01:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:32 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/2/2026 1:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 9:32:00 PM. 50 Economy ticket for $136 per person are available. Travel duration is 6h 37m
Cheapest Buses Saturday
Cheapest Flights Saturday
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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 5/3/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 5:55:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 17h 20m
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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 5/3/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 11:25:00 PM. 50 Economy ticket for $51 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 5/3/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 5:45:00 AM. 50 Economy ticket for $53 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 5/3/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 1:15:00 AM. 50 Economy ticket for $55 per person are available. Travel duration is 14h 45m
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Air Canada1h 45m09:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/3/2026 9:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 11:49:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 45m
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United Airlines1h 45m09:04 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 5/3/2026 9:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 11:49:00 AM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 45m
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CargoLogicAir1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/3/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 1:10:00 PM. 50 Economy ticket for $160 per person are available. Travel duration is 1h 40m
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Skyscanner11h 46m06:21 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:07 AMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/3/2026 6:21:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 7:07:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 11h 46m
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Porter Airlines1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/3/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 1:10:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 40m
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 5/4/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/5/2026 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 5/4/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/5/2026 5:45:00 AM. 50 Economy ticket for $44 per person are available. Travel duration is 12h 50m
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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 5/4/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/5/2026 5:55:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 17h 20m
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CargoLogicAir1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/4/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 6:00:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 1h 40m
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Air Canada1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Canada goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/4/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 6:00:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 1h 40m
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Porter Airlines1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/4/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 6:00:00 PM. 50 Economy ticket for $74 per person are available. Travel duration is 1h 40m
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United Airlines1h 39m09:20 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/4/2026 9:20:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 11:59:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 39m
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Skyscanner1h 58m02:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center5:56 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/4/2026 2:58:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 5:56:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 58m
Cheapest Buses Monday
Cheapest Flights Monday
What are the fastest trips from Chicago to Pearson Toronto Airport?
You can get to Pearson Toronto Airport from Chicago in just 1h 39m with a Flight from United Airlines. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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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 4/28/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 1:42:00 PM. 50 Economy ticket for $278 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 4/28/2026 2:00:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 4:43:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 43m
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Skyscanner1h 47m08:06 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:53 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/28/2026 8:06:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 10:53:00 AM. 50 Economy ticket for $238 per person are available. Travel duration is 1h 47m
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American Airlines1h 52m08:37 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:29 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from American Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/28/2026 8:37:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 11:29:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 1h 52m
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Spirit Airlines8h 48m05:05 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center2:53 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/28/2026 5:05:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/28/2026 2:53:00 PM. 50 Economy ticket for $263 per person are available. Travel duration is 8h 48m
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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 4/28/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $47 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 4/28/2026 1:45:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $59 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 4/28/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $60 per person are available. Travel duration is 18h 30m
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Greyhound US18h 30m010:15 AMChicagoUnion Station5:45 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Bus from Greyhound US goes from Union Station, Chicago (USA) at 4/28/2026 10:15:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 5:45:00 AM. 50 Economy ticket for $64 per person are available. Travel duration is 18h 30m
Fastest Flights Tuesday
Fastest Buses Tuesday
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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 4/29/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 1:42:00 PM. 50 Economy ticket for $108 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 4/29/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 1:42:00 PM. 50 Economy ticket for $149 per person are available. Travel duration is 1h 42m
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United Airlines1h 50m010:52 AMChicago Midway AirportChicago Midway Airport1:42 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 4/29/2026 10:52:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 1:42:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 50m
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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 4/29/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/29/2026 11:18:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 3h 18m
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Spirit Airlines19h 16m02:09 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center10:25 AMPearson 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 4/29/2026 2:09:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 10:25:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 19h 16m
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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 4/29/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 5:55:00 PM. 50 Economy ticket for $40 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 4/29/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 5:55:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 21h 30m
Fastest Flights Wednesday
Fastest Buses Wednesday
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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 4/30/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 1:42:00 PM. 50 Economy ticket for $77 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 4/30/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 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 4/30/2026 11:00:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 1:42:00 PM. 50 Economy ticket for $118 per person are available. Travel duration is 1h 42m
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United Airlines1h 47m04:50 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:37 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 4/30/2026 4:50:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 7:37:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 47m
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Skyscanner1h 51m07:03 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 4/30/2026 7:03:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 4/30/2026 9:54:00 AM. 50 Economy ticket for $92 per person are available. Travel duration is 1h 51m
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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 4/30/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 1:15:00 AM. 50 Economy ticket for $58 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 4/30/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 5:55:00 PM. 50 Economy ticket for $70 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 4/30/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 1:15:00 AM. 50 Economy ticket for $76 per person are available. Travel duration is 18h 30m
Fastest Flights Thursday
Fastest Buses Thursday
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Porter Airlines1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/1/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 6:00:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 1h 40m
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Air Transat1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Transat goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/1/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 6:00:00 PM. 50 Economy ticket for $88 per person are available. Travel duration is 1h 40m
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Air Canada1h 43m08:35 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:18 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/1/2026 8:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 11:18:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 43m
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United Airlines1h 45m01:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:46 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/1/2026 1:01:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 3:46:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 45m
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Spirit Airlines1h 47m05:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center8:44 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Spirit Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/1/2026 5:57:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/1/2026 8:44:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 47m
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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 5/1/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 5:45:00 AM. 50 Economy ticket for $54 per person are available. Travel duration is 12h 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 5/1/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:15:00 AM. 50 Economy ticket for $52 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 5/1/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 5:55:00 PM. 50 Economy ticket for $51 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 5/1/2026 5:45:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:15:00 AM. 50 Economy ticket for $67 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 5/1/2026 7:25:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 5:55:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 21h 30m
Fastest Flights Friday
Fastest Buses Friday
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CargoLogicAir1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/2/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:10:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 1h 40m
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Porter Airlines1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/2/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 1:10:00 PM. 50 Economy ticket for $117 per person are available. Travel duration is 1h 40m
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United Airlines1h 45m07:09 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:54 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/2/2026 7:09:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 9:54:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 45m
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Air Canada6h 7m08:45 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center3:52 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/2/2026 8:45:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 3:52:00 PM. 50 Economy ticket for $100 per person are available. Travel duration is 6h 7m
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Skyscanner6h 37m01:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center9:32 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/2/2026 1:55:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/2/2026 9:32:00 PM. 50 Economy ticket for $136 per person are available. Travel duration is 6h 37m
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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 5/2/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 5:45:00 AM. 50 Economy ticket for $53 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 5/2/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 1:15:00 AM. 50 Economy ticket for $50 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 5/2/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 5:55:00 PM. 50 Economy ticket for $50 per person are available. Travel duration is 17h 20m
Fastest Flights Saturday
Fastest Buses Saturday
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CargoLogicAir1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/3/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 1:10:00 PM. 50 Economy ticket for $160 per person are available. Travel duration is 1h 40m
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Porter Airlines1h 40m010:30 AMChicago Midway AirportChicago Midway Airport1:10 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/3/2026 10:30:00 AM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 1:10:00 PM. 50 Economy ticket for $173 per person are available. Travel duration is 1h 40m
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Air Canada1h 45m09:04 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:49 AMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Air Canada goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/3/2026 9:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 11:49:00 AM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 45m
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United Airlines1h 45m09:04 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 5/3/2026 9:04:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 11:49:00 AM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 45m
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Skyscanner11h 46m06:21 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center7:07 AMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/3/2026 6:21:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 7:07:00 AM. 50 Economy ticket for $169 per person are available. Travel duration is 11h 46m
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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 5/3/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 5:45:00 AM. 50 Economy ticket for $53 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 5/3/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 1:15:00 AM. 50 Economy ticket for $55 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 5/3/2026 7:00:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/3/2026 11:25:00 PM. 50 Economy ticket for $51 per person are available. Travel duration is 15h 25m
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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 5/3/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 5:55:00 PM. 50 Economy ticket for $49 per person are available. Travel duration is 17h 20m
Fastest Flights Sunday
Fastest Buses Sunday
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United Airlines1h 39m09:20 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center11:59 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from United Airlines goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/4/2026 9:20:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 11:59:00 PM. 50 Economy ticket for $90 per person are available. Travel duration is 1h 39m
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CargoLogicAir1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from CargoLogicAir goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/4/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 6:00:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 1h 40m
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Air Canada1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Air Canada goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/4/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 6:00:00 PM. 50 Economy ticket for $73 per person are available. Travel duration is 1h 40m
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Porter Airlines1h 40m03:20 PMChicago Midway AirportChicago Midway Airport6:00 PMPearson Toronto AirportBilly Bishop Toronto City Airport0EconomyA Flight from Porter Airlines goes from Chicago Midway Airport, Chicago Midway Airport (USA) at 5/4/2026 3:20:00 PM to Billy Bishop Toronto City Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 6:00:00 PM. 50 Economy ticket for $74 per person are available. Travel duration is 1h 40m
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Skyscanner1h 58m02:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center5:56 PMPearson Toronto AirportPearson Toronto Airport0EconomyA Flight from Skyscanner goes from Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) at 5/4/2026 2:58:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/4/2026 5:56:00 PM. 50 Economy ticket for $91 per person are available. Travel duration is 1h 58m
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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 5/4/2026 3:55:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/5/2026 5:45:00 AM. 50 Economy ticket for $44 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 5/4/2026 9:30:00 AM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/5/2026 1:15:00 AM. 50 Economy ticket for $42 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 5/4/2026 11:35:00 PM to Pearson Toronto Airport, Pearson Toronto Airport (Canada) arriving at 5/5/2026 5:55:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 17h 20m
Fastest Flights Monday
Fastest Buses Monday
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 Downtown Bus Station, 95th Red Line Station or California & 35th Street Bus Stop, 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 $40 with a Bus from Greyhound US.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from United Airlines: you will get to Pearson Toronto Airport in just 1h 39m.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, United Airlines and Porter Airlines, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in 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, United Airlines and Porter Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: Greyhound US and FlixBus
Airlines: United Airlines, Porter Airlines, Air Canada and 6 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 $40 by taking a Bus from Greyhound US.
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 39m with a Flight from United Airlines.
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!
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Buffalo, NY to Chicago
- Cincinnati to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Mississauga, ON to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- New York to Chicago
- Pearson Toronto Airport to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago
- Trips to Pearson Toronto Airport
- Kanata, ON to Pearson Toronto Airport
- Montreal to Pearson Toronto Airport
- Montreal-Trudeau Airport to Pearson Toronto Airport
- Ottawa, ON to Pearson Toronto Airport
- Québec, QC to Pearson Toronto Airport
- Sault Ste. Marie, ON to Pearson Toronto Airport
- Sudbury, ON to Pearson Toronto Airport
- Windsor, ON to Pearson Toronto Airport
- Winnipeg, MB to Pearson Toronto Airport
