How to get from Toronto, ON to Chicago

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What is the best way to travel from Toronto, ON to Chicago?

Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from Toronto, ON. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
Bus is the cheapest, while Flight is the fastest way on this route
Transport type
Travel time
Cheapest price
Average price
Daily departures
Bus
14h 50m
$62
$81
36
Flight
1h 49m
$113
$263
116

What is the cheapest way to reach Chicago from Toronto, ON?

You can get to Chicago with just $62 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.

Thursday
from $96
Friday
from $97
Saturday
from $62
Sunday
from $92
Monday
from $75
Tuesday
from $68
Wednesday
from $62

    Cheapest Buses Thursday

  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $96
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $99
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $99
  • FlixBus
    17h 50m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $108
  • FlixBus
    17h 10m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    5:35 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $110

    Cheapest Buses Friday

  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $97
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $103
  • FlixBus
    16h 5m
    0
    10:20 PM
    Toronto, ON
    Scarborough Town Center
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $105
  • Cheapest Flights Friday

  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $341
  • CargoLogicAir
    1h 49m
    0
    3:35 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    4:24 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $341
  • United Airlines
    4h 59m
    0
    7:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:24 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $372
  • Skyscanner
    7h 30m
    0
    8:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    2:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $372
  • Skyscanner
    11h 3m
    0
    8:50 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    6:53 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $400
  • CargoLogicAir
    9h 49m
    0
    8:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    5:34 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $601

    Cheapest Buses Saturday

  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    16h 5m
    0
    10:20 PM
    Toronto, ON
    Scarborough Town Center
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    15h 25m
    0
    11:00 PM
    Toronto, ON
    Union Station Bus Terminal
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $63
  • Cheapest Flights Saturday

  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $113
  • Skyscanner
    5h 51m
    0
    3:25 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:16 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $123
  • Delta Air Lines
    7h 34m
    0
    7:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    2:19 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Delta Air Lines
    Economy
    from $162
  • Delta Air Lines
    8h 52m
    0
    1:20 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:12 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Delta Air Lines
    Economy
    from $164
  • Air Canada
    10h 16m
    0
    11:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:16 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $164
  • United Airlines
    4h 59m
    0
    7:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:24 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $165

    Cheapest Buses Sunday

  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    18h 20m
    0
    7:05 AM
    Toronto, ON
    Scarborough Town Center
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    17h 25m
    0
    8:00 AM
    Toronto, ON
    Union Station Bus Terminal
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    15h 25m
    0
    11:00 PM
    Toronto, ON
    Union Station Bus Terminal
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • Cheapest Flights Sunday

  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $189
  • United Airlines
    1h 59m
    0
    7:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:59 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $216
  • CargoLogicAir
    1h 49m
    0
    3:35 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    4:24 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $303
  • United Airlines
    1h 55m
    0
    9:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:55 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $358
  • Skyscanner
    2h 1m
    0
    11:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:01 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $358
  • Skyscanner
    2h 1m
    0
    1:00 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    2:01 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $358

    Cheapest Buses Monday

  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    16h 5m
    0
    10:20 PM
    Toronto, ON
    Scarborough Town Center
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $76
  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $76

    Cheapest Buses Tuesday

  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    18h 20m
    0
    7:05 AM
    Toronto, ON
    Scarborough Town Center
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    17h 25m
    0
    8:00 AM
    Toronto, ON
    Union Station Bus Terminal
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68

    Cheapest Buses Wednesday

  • FlixBus
    21h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    18h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    16h 25m
    0
    8:00 AM
    Toronto, ON
    Union Station Bus Terminal
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • Greyhound US
    22h 35m
    0
    9:30 PM
    Toronto, ON
    Union Station Bus Terminal
    8:05 PM
    Chicago
    Downtown Bus Station
    0
    Greyhound US
    Economy
    $68
  • Cheapest Flights Wednesday

  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $113
  • CargoLogicAir
    1h 49m
    0
    3:35 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    4:24 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $113
  • Air Canada
    1h 54m
    0
    8:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:09 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $128
  • Skyscanner
    1h 57m
    0
    4:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:37 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $128
  • United Airlines
    4h 55m
    0
    2:30 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $143
  • Delta Air Lines
    7h 15m
    0
    6:30 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:45 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Delta Air Lines
    Economy
    from $159

What are the fastest trips from Toronto, ON to Chicago?

You can get to Chicago from Toronto, ON in just 1h 49m with a Flight from CargoLogicAir. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.

Thursday
from 17h 10m
Friday
from 1h 49m
Saturday
from 1h 50m
Sunday
from 1h 49m
Monday
from 14h 50m
Tuesday
from 17h 25m
Wednesday
from 1h 49m

    Fastest Buses Thursday

  • FlixBus
    17h 10m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    5:35 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $110
  • FlixBus
    17h 50m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $108
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $99
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $99
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $96

    Fastest Flights Friday

  • CargoLogicAir
    1h 49m
    0
    3:35 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    4:24 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $341
  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $341
  • United Airlines
    4h 59m
    0
    7:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:24 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $372
  • CargoLogicAir
    6h 39m
    0
    9:50 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:29 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    CargoLogicAir
    Economy
    from $899
  • Skyscanner
    7h 30m
    0
    8:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    2:55 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $372
  • CargoLogicAir
    9h 49m
    0
    8:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    5:34 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $601
  • Fastest Buses Friday

  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $103
  • FlixBus
    16h 5m
    0
    10:20 PM
    Toronto, ON
    Scarborough Town Center
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $105
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $97

    Fastest Flights Saturday

  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $113
  • United Airlines
    4h 59m
    0
    7:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:24 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $165
  • Skyscanner
    5h 51m
    0
    3:25 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:16 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $123
  • Delta Air Lines
    7h 34m
    0
    7:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    2:19 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Delta Air Lines
    Economy
    from $162
  • Skyscanner
    7h 43m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:03 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $186
  • Delta Air Lines
    8h 52m
    0
    1:20 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:12 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Delta Air Lines
    Economy
    from $164
  • Fastest Buses Saturday

  • FlixBus
    15h 25m
    0
    11:00 PM
    Toronto, ON
    Union Station Bus Terminal
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    16h 5m
    0
    10:20 PM
    Toronto, ON
    Scarborough Town Center
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $63

    Fastest Flights Sunday

  • CargoLogicAir
    1h 49m
    0
    3:35 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    4:24 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $303
  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $189
  • Air Canada
    1h 54m
    0
    8:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:09 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $413
  • United Airlines
    1h 55m
    0
    9:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:55 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $358
  • United Airlines
    1h 59m
    0
    7:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:59 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $216
  • Skyscanner
    2h 1m
    0
    11:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:01 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $358
  • Fastest Buses Sunday

  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    15h 25m
    0
    11:00 PM
    Toronto, ON
    Union Station Bus Terminal
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    17h 25m
    0
    8:00 AM
    Toronto, ON
    Union Station Bus Terminal
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    18h 20m
    0
    7:05 AM
    Toronto, ON
    Scarborough Town Center
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $92

    Fastest Buses Monday

  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $76
  • FlixBus
    16h 5m
    0
    10:20 PM
    Toronto, ON
    Scarborough Town Center
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $76
  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $75

    Fastest Buses Tuesday

  • FlixBus
    17h 25m
    0
    8:00 AM
    Toronto, ON
    Union Station Bus Terminal
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    18h 20m
    0
    7:05 AM
    Toronto, ON
    Scarborough Town Center
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    19h 5m
    0
    2:15 PM
    Toronto, ON
    Union Station Bus Terminal
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    19h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68
  • FlixBus
    22h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $68

    Fastest Flights Wednesday

  • CargoLogicAir
    1h 49m
    0
    3:35 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    4:24 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $113
  • CargoLogicAir
    1h 50m
    0
    7:55 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    8:45 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $113
  • Air Canada
    1h 54m
    0
    8:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:09 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $128
  • Skyscanner
    1h 57m
    0
    4:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:37 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $128
  • United Airlines
    4h 55m
    0
    2:30 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $143
  • Skyscanner
    5h 49m
    0
    12:48 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:37 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $166
  • Fastest Buses Wednesday

  • FlixBus
    16h 25m
    0
    8:00 AM
    Toronto, ON
    Union Station Bus Terminal
    12:25 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    18h 55m
    0
    1:25 PM
    Toronto, ON
    Scarborough Town Center
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • FlixBus
    21h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $62
  • Greyhound US
    22h 35m
    0
    9:30 PM
    Toronto, ON
    Union Station Bus Terminal
    8:05 PM
    Chicago
    Downtown Bus Station
    0
    Greyhound US
    Economy
    $68
Here you will find all operators and timetables for a Bus from Toronto, ON to Chicago

What are the most popular stations in Toronto, ON and Chicago?

In Toronto, ON, you will usually depart from Front St West, Union Station Bus Terminal or Yorkdale, while in Chicago you will be arriving at Union Station, 95th Red Line Station or California & 35th Street Bus Stop, but there are many more stops to explore in both locations.

How do I decide? Some tips and tricks from our experience

Are you having trouble deciding on how to get to Chicago from Toronto, ON? With 9 connections between 2 Bus and Flight operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.

Look for the lowest price

Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Toronto, ON and Chicago, you can pay as low as $62 with a Bus from FlixBus.

Travel duration

Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from CargoLogicAir: you will get to Chicago in just 1h 49m.

Comfort makes all the difference

You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Toronto, ON and Chicago are FlixBus, CargoLogicAir and Skyscanner, but be sure to check what they have to offer!

Save money with deals, and always compare

One last tip? Even if you live in Toronto, ON and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from East York, ON or to Cicero, IL, and look at flights from Pearson Toronto Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!

Which companies offer a trip from Toronto, ON to Chicago?

The most popular companies between Toronto, ON and Chicago, are FlixBus, CargoLogicAir and Skyscanner. Be sure to check their seat class offers and the amenities that they provide.

Bus companies: FlixBus and Greyhound US

Airlines: CargoLogicAir, Skyscanner, Delta Air Lines and 3 more.

All you need to know when you travel from Toronto, ON to Chicago

Check all information on comfort and services on all modes of transports from Toronto, ON to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.

FAQs about the trip from Toronto, ON to Chicago

How can I reach Chicago from Toronto, ON?

Every day, there are on average 9 connections between Bus and Flight, with which you can get to Chicago from Toronto, ON.

How far is Chicago from Toronto, ON?

The distance between Toronto, ON and Chicago is 435.6 miles.

What is the most ecofriendly mode of transport between Toronto, ON and Chicago?

Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance. On this particular route, a bus will emit, per person, a total of 19 kgs of CO2, a train 25 kgs, a car 119 kgs, and a flight 172 kgs.

What is the cheapest mode of transport from Toronto, ON to Chicago?

You can get to Chicago with just $62 by taking a Bus from FlixBus.

What is the fastest way to get from Toronto, ON to Chicago?

While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 1h 49m with a Flight from CargoLogicAir.

More routes to Toronto, ON and to Chicago

Looking for more options? Here you can see the most popular routes to Toronto, ON and to Chicago. Simply click on a connection, and you’ll find all the details about the route!

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