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? Check and compare all the available Flights and Buses to Chicago from Toronto, ON. Look at different modes of transportation, search for the cheapest tickets, fastest rides and most popular stations, and see all 1 available companies to find your perfect trip!
Bus is the cheapest, while Flight is the fastest way on this route
Transport type
Travel time
Cheapest price
Average price
Daily departures
Bus
12h 50m
£45
£56
36
Flight
1h 50m
£76
£142
171

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

You can reach Chicago with just £45 by taking a Bus from FlixBus, but there are many more cheap offers: we have selected the best ones for you for the next few days here.

Saturday
from £69
Sunday
from £56
Monday
from £56
Tuesday
from £50
Wednesday
from £45
Thursday
from £60
Friday
from £56

    Cheapest Buses Saturday

  • FlixBus
    19h 50m
    0
    02:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    14h 25m
    0
    08:00
    Toronto, ON
    Union Station Bus Terminal
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    17h 40m
    0
    12:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £70
  • Cheapest Flights Saturday

  • Porter Airlines
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £166
  • Flair Airlines
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Flair Airlines
    Economy
    from £166
  • Spirit Airlines
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Spirit Airlines
    Economy
    from £166
  • CargoLogicAir
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £185
  • Flair Airlines
    14h 9m
    0
    07:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    20:09
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from £204
  • Skyscanner
    2h 15m
    0
    06:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    07:15
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £214

    Cheapest Buses Sunday

  • FlixBus
    22h 0m
    0
    02:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    23:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    19h 55m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    16h 5m
    0
    22:20
    Toronto, ON
    Scarborough Town Center
    13:25
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    16h 35m
    0
    08:00
    Toronto, ON
    Front St West
    23:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    14h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:25
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £57
  • Cheapest Flights Sunday

  • United Airlines
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £90
  • Air Canada
    1h 58m
    0
    08:15
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:13
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £91
  • American Airlines
    2h 15m
    0
    06:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    07:15
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    American Airlines
    Economy
    from £91
  • Air Canada
    3h 33m
    0
    06:20
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:53
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £106
  • Westjet Airlines
    3h 50m
    0
    06:20
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:10
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from £132
  • Porter Airlines
    20h 5m
    0
    15:15
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:20
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from £135

    Cheapest Buses Monday

  • FlixBus
    13h 25m
    0
    23:00
    Toronto, ON
    Union Station Bus Terminal
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    19h 50m
    0
    02:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    12h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    14h 5m
    0
    22:20
    Toronto, ON
    Scarborough Town Center
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • Cheapest Flights Monday

  • Air Canada
    1h 58m
    0
    08:15
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:13
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £91
  • Air Canada
    5h 18m
    0
    07:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:18
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £91
  • Air Transat
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from £113
  • Flair Airlines
    19h 56m
    0
    15:40
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:36
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from £176
  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £183
  • Porter Airlines
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £185

    Cheapest Buses Tuesday

  • FlixBus
    22h 45m
    0
    10:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £50
  • FlixBus
    19h 55m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £50
  • FlixBus
    19h 5m
    0
    14:15
    Toronto, ON
    Union Station Bus Terminal
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £50
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £51
  • FlixBus
    16h 10m
    0
    14:15
    Toronto, ON
    Union Station Bus Terminal
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £51
  • Cheapest Flights Tuesday

  • Air Canada
    1h 56m
    0
    12:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £101
  • Skyscanner
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £101
  • United Airlines
    2h 5m
    0
    08:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:50
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £101
  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £104
  • Flair Airlines
    9h 23m
    0
    07:10
    Pearson Toronto Airport
    Pearson Toronto Airport
    15:33
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Flair Airlines
    Economy
    from £122
  • Flair Airlines
    9h 18m
    0
    07:10
    Pearson Toronto Airport
    Pearson Toronto Airport
    15:28
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from £122

    Cheapest Buses Wednesday

  • FlixBus
    19h 50m
    0
    10:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    14h 25m
    0
    08:00
    Toronto, ON
    Union Station Bus Terminal
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    16h 10m
    0
    14:15
    Toronto, ON
    Union Station Bus Terminal
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45

    Cheapest Buses Thursday

  • FlixBus
    17h 40m
    0
    12:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    12h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • Cheapest Flights Thursday

  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £76
  • Air Canada
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £78
  • Porter Airlines
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £78
  • United Airlines
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £92
  • Air Canada
    1h 56m
    0
    12:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £93
  • Skyscanner
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £93

    Cheapest Buses Friday

  • FlixBus
    13h 25m
    0
    23:00
    Toronto, ON
    Union Station Bus Terminal
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    12h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    14h 5m
    0
    22:20
    Toronto, ON
    Scarborough Town Center
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    17h 40m
    0
    12:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • Cheapest Flights Friday

  • United Airlines
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £90
  • Air Canada
    1h 56m
    0
    12:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £91
  • Skyscanner
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £94
  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £104
  • Porter Airlines
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £114
  • Westjet Airlines
    12h 4m
    0
    07:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    18:49
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from £136

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

You can get to Chicago from Toronto, ON in just 1h 50m with a Flight from Porter Airlines. But this is just one option, click on any of the offers below to compare it with the other available modes of transportations.

Saturday
from 1h 50m
Sunday
from 1h 58m
Monday
from 1h 50m
Tuesday
from 1h 50m
Wednesday
from 14h 25m
Thursday
from 1h 50m
Friday
from 1h 50m

    Fastest Flights Saturday

  • Porter Airlines
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £166
  • Flair Airlines
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Flair Airlines
    Economy
    from £166
  • Spirit Airlines
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Spirit Airlines
    Economy
    from £166
  • CargoLogicAir
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £185
  • Air Transat
    1h 50m
    0
    11:00
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from £243
  • Skyscanner
    2h 15m
    0
    06:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    07:15
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £214
  • Fastest Buses Saturday

  • FlixBus
    14h 25m
    0
    08:00
    Toronto, ON
    Union Station Bus Terminal
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69
  • FlixBus
    17h 40m
    0
    12:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £70
  • FlixBus
    19h 50m
    0
    02:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £69

    Fastest Flights Sunday

  • Air Canada
    1h 58m
    0
    08:15
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:13
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £91
  • United Airlines
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £90
  • American Airlines
    2h 15m
    0
    06:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    07:15
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    American Airlines
    Economy
    from £91
  • Air Canada
    3h 33m
    0
    06:20
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:53
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £106
  • Westjet Airlines
    3h 50m
    0
    06:20
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:10
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from £132
  • Spirit Airlines
    10h 22m
    0
    15:00
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    00:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Spirit Airlines
    Economy
    from £167
  • Fastest Buses Sunday

  • FlixBus
    14h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:25
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    16h 5m
    0
    22:20
    Toronto, ON
    Scarborough Town Center
    13:25
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    16h 35m
    0
    08:00
    Toronto, ON
    Front St West
    23:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    19h 55m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    22h 0m
    0
    02:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    23:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £56

    Fastest Flights Monday

  • Air Transat
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from £113
  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £183
  • Porter Airlines
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £185
  • Air Canada
    1h 58m
    0
    08:15
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:13
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £91
  • Skyscanner
    2h 15m
    0
    06:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    07:15
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £216
  • Porter Airlines
    2h 15m
    0
    06:00
    Pearson Toronto Airport
    Pearson Toronto Airport
    07:15
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from £216
  • Fastest Buses Monday

  • FlixBus
    12h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    13h 25m
    0
    23:00
    Toronto, ON
    Union Station Bus Terminal
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    14h 5m
    0
    22:20
    Toronto, ON
    Scarborough Town Center
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    19h 50m
    0
    02:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57

    Fastest Flights Tuesday

  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £104
  • Air Canada
    1h 56m
    0
    12:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £101
  • United Airlines
    2h 5m
    0
    08:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    09:50
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £101
  • Skyscanner
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £101
  • Skyscanner
    3h 33m
    0
    06:20
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:53
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from £125
  • Westjet Airlines
    9h 13m
    0
    07:15
    Pearson Toronto Airport
    Pearson Toronto Airport
    15:28
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from £123
  • Fastest Buses Tuesday

  • FlixBus
    16h 10m
    0
    14:15
    Toronto, ON
    Union Station Bus Terminal
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £51
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £51
  • FlixBus
    19h 5m
    0
    14:15
    Toronto, ON
    Union Station Bus Terminal
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £50
  • FlixBus
    19h 55m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £50
  • FlixBus
    22h 45m
    0
    10:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:20
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £50

    Fastest Buses Wednesday

  • FlixBus
    14h 25m
    0
    08:00
    Toronto, ON
    Union Station Bus Terminal
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    16h 10m
    0
    14:15
    Toronto, ON
    Union Station Bus Terminal
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45
  • FlixBus
    19h 50m
    0
    10:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £45

    Fastest Flights Thursday

  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £76
  • Air Canada
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from £78
  • Porter Airlines
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £78
  • Air Canada
    1h 56m
    0
    12:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £93
  • Porter Airlines
    2h 0m
    0
    16:44
    Pearson Toronto Airport
    Pearson Toronto Airport
    17:44
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from £138
  • United Airlines
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £92
  • Fastest Buses Thursday

  • FlixBus
    12h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    17h 0m
    0
    13:25
    Toronto, ON
    Scarborough Town Center
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    17h 40m
    0
    12:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60

    Fastest Flights Friday

  • CargoLogicAir
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from £104
  • Porter Airlines
    1h 50m
    0
    09:15
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from £114
  • Air Canada
    1h 56m
    0
    12:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    13:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from £91
  • United Airlines
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £90
  • Skyscanner
    2h 15m
    0
    06:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    08:00
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £94
  • Skyscanner
    8h 49m
    0
    10:05
    Pearson Toronto Airport
    Pearson Toronto Airport
    17:54
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from £156
  • Fastest Buses Friday

  • FlixBus
    12h 50m
    0
    23:35
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    13h 25m
    0
    23:00
    Toronto, ON
    Union Station Bus Terminal
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £56
  • FlixBus
    14h 5m
    0
    22:20
    Toronto, ON
    Scarborough Town Center
    11:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £57
  • FlixBus
    15h 20m
    0
    07:05
    Toronto, ON
    Scarborough Town Center
    21:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
  • FlixBus
    17h 40m
    0
    12:45
    Pearson Toronto Airport
    Pearson Toronto Airport
    05:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £60
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 Scarborough Town Center, while in Chicago you will be arriving at California & 35th Street Coach Stop, Downtown Coach Station or 95th Red Line Station, but there are many more stops to explore in both locations.

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

Are you having trouble deciding on how to get to Chicago from Toronto, ON? With 13 connections between 1 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.

Look for the lowest price

Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Toronto, ON and Chicago, you can pay as low as £45 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 Porter Airlines: you will get to Chicago in just 1h 50m.

Comfort makes all the difference

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

Save money with deals, and always compare

One last tip? Even if you live in 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, Porter Airlines and Air Canada. Be sure to check their seat class offers and the amenities that they provide.

Bus companies: FlixBus

Airlines: Porter Airlines, Air Canada, Skyscanner and 8 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 13 connections between Flight and Bus, 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 700.9 km.

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 £45 by taking a Bus from FlixBus.

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

While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 1h 50m with a Flight from Porter Airlines.

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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