How to get from Mississauga, ON to Chicago

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

Looking for a trip? Compare all the available Flights and Buses for the journey to Chicago from Mississauga, ON. Check between different modes of transportation, look 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 30m
$63
$85
16
Flight
1h 50m
$108
$190
136

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

You can get to Chicago with just $63 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.

Monday
from $82
Tuesday
from $63
Wednesday
from $75
Thursday
from $83
Friday
from $86
Saturday
from $87
Sunday
from $80

    Cheapest Buses Monday

  • FlixBus
    16h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $82
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    12h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    15h 25m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:00 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $91
  • Cheapest Flights Monday

  • Porter Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $108
  • Spirit Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Spirit Airlines
    Economy
    from $112
  • Air Transat
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $153
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $156
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $156
  • Flair Airlines
    28h 6m
    0
    6:30 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:36 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $163

    Cheapest Buses Tuesday

  • FlixBus
    19h 50m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    22h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $66
  • Cheapest Flights Tuesday

  • Porter Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $126
  • Air Canada
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $126
  • CargoLogicAir
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $144
  • Air Canada
    2h 0m
    0
    8:10 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:10 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Skyscanner
    1h 55m
    0
    6:30 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $156
  • Flair Airlines
    15h 47m
    0
    6:30 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:17 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $178

    Cheapest Buses Wednesday

  • FlixBus
    19h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:25 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    19h 50m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    22h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $83
  • FlixBus
    22h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $84
  • Cheapest Flights Wednesday

  • CargoLogicAir
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $128
  • Air Canada
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $135
  • Air Canada
    1h 55m
    0
    8:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:10 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Flair Airlines
    15h 47m
    0
    6:30 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:17 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $180
  • Skyscanner
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $194
  • Porter Airlines
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $196

    Cheapest Buses Thursday

  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $83
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $99
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $106
  • Cheapest Flights Thursday

  • CargoLogicAir
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $120
  • Porter Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $123
  • Air Canada
    2h 0m
    0
    4:50 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:50 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • CargoLogicAir
    6h 15m
    0
    7:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    1:00 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $184
  • Skyscanner
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $193
  • Porter Airlines
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $196

    Cheapest Buses Friday

  • FlixBus
    12h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $86
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • Cheapest Flights Friday

  • Air Canada
    2h 0m
    0
    12:05 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:05 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Allegiant Air
    22h 36m
    0
    12:00 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    9:36 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from $213
  • Porter Airlines
    31h 16m
    0
    10:05 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    4:21 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $215
  • CargoLogicAir
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $239
  • Porter Airlines
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $240
  • Air Transat
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $285

    Cheapest Buses Saturday

  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    16h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $88
  • FlixBus
    12h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $93
  • Cheapest Flights Saturday

  • CargoLogicAir
    1h 50m
    0
    11:20 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    12:10 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $119
  • Porter Airlines
    1h 50m
    0
    11:20 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    12:10 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $123
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $155
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Skyscanner
    2h 3m
    0
    5:50 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:53 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $157
  • United Airlines
    2h 3m
    0
    5:50 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:53 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $159

    Cheapest Buses Sunday

  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $80
  • FlixBus
    16h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $82
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $84
  • FlixBus
    15h 25m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:00 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $86
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $88
  • Cheapest Flights Sunday

  • Porter Airlines
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $130
  • Spirit Airlines
    2h 0m
    0
    8:50 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:50 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Spirit Airlines
    Economy
    from $156
  • Delta Air Lines
    3h 59m
    0
    9:46 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 $201
  • Skyscanner
    3h 57m
    0
    9:46 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:43 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $203
  • Westjet Airlines
    3h 59m
    0
    9:46 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:45 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from $205
  • Skyscanner
    5h 9m
    0
    6:10 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:19 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $210

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

You can get to Chicago from Mississauga, ON in just 1h 50m with a Flight from Porter 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.

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

    Fastest Flights Monday

  • Porter Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $108
  • Spirit Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Spirit Airlines
    Economy
    from $112
  • Air Transat
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $153
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $156
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $156
  • Skyscanner
    7h 33m
    0
    6:10 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:43 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $200
  • Fastest Buses Monday

  • FlixBus
    12h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    15h 25m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:00 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $91
  • FlixBus
    16h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $82

    Fastest Flights Tuesday

  • Porter Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $126
  • Air Canada
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $126
  • CargoLogicAir
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $144
  • Skyscanner
    1h 55m
    0
    6:30 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $156
  • Air Canada
    2h 0m
    0
    8:10 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:10 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • United Airlines
    2h 3m
    0
    7:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:03 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $185
  • Fastest Buses Tuesday

  • FlixBus
    19h 50m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    22h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $66

    Fastest Flights Wednesday

  • CargoLogicAir
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $128
  • Air Canada
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $135
  • Air Canada
    1h 55m
    0
    8:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:10 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Skyscanner
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $194
  • Porter Airlines
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $196
  • Skyscanner
    3h 37m
    0
    6:10 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:47 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $206
  • Fastest Buses Wednesday

  • FlixBus
    19h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:25 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    19h 50m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $75
  • FlixBus
    22h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $84
  • FlixBus
    22h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $83

    Fastest Flights Thursday

  • CargoLogicAir
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $120
  • Porter Airlines
    1h 50m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:15 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $123
  • Air Canada
    2h 0m
    0
    4:50 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:50 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • United Airlines
    2h 3m
    0
    7:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:03 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $212
  • Skyscanner
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $193
  • Porter Airlines
    2h 10m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    7:25 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $196
  • Fastest Buses Thursday

  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $106
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $83
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $99

    Fastest Flights Friday

  • CargoLogicAir
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $239
  • Porter Airlines
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $240
  • Air Transat
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $285
  • Air Canada
    2h 0m
    0
    12:05 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:05 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Skyscanner
    2h 3m
    0
    11:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:03 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $297
  • Skyscanner
    3h 37m
    0
    6:10 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:47 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $310
  • Fastest Buses Friday

  • FlixBus
    12h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $86
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87

    Fastest Flights Saturday

  • CargoLogicAir
    1h 50m
    0
    11:20 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    12:10 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $119
  • Porter Airlines
    1h 50m
    0
    11:20 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    12:10 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $123
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $155
  • Air Canada
    2h 0m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:15 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $155
  • Skyscanner
    2h 3m
    0
    5:50 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:53 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $157
  • United Airlines
    2h 3m
    0
    5:50 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:53 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $159
  • Fastest Buses Saturday

  • FlixBus
    12h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $92
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $93
  • FlixBus
    16h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $88
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $87

    Fastest Flights Sunday

  • Porter Airlines
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $130
  • CargoLogicAir
    1h 50m
    0
    2:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    3:20 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $240
  • Spirit Airlines
    2h 0m
    0
    8:50 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:50 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Spirit Airlines
    Economy
    from $156
  • United Airlines
    2h 3m
    0
    7:00 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:03 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $214
  • Skyscanner
    3h 57m
    0
    9:46 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:43 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Skyscanner
    Economy
    from $203
  • Delta Air Lines
    3h 59m
    0
    9:46 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 $201
  • Fastest Buses Sunday

  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $88
  • FlixBus
    15h 25m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:00 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $86
  • FlixBus
    16h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:35 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $82
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $80
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $84
Here you will find all operators and timetables for a Bus from Mississauga, ON to Chicago

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

In Mississauga, ON, you will usually depart from City Centre Dr / Duke of York Blvd, Mavis Rd At Cantay Rd Bus Stop or Winston Churchill Bus Station, while in Chicago you will be arriving at California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, but there are many more stops to explore in both locations.

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

Are you having trouble deciding on how to get to Chicago from Mississauga, ON? With 14 connections between 1 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.

Look for the lowest price

Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Mississauga, ON and Chicago, you can pay as low as $63 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 Mississauga, ON and Chicago are FlixBus, Skyscanner 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 Mississauga, ON and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Pearson Toronto Airport or to Cicero, IL, and look at flights from Pearson Toronto Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!

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

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

Bus companies: FlixBus

Airlines: Skyscanner, Porter Airlines, Air Canada and 8 more.

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

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

FAQs about the trip from Mississauga, ON to Chicago

How can I reach Chicago from Mississauga, ON?

Every day, there are on average 14 connections between Flight and Bus, with which you can get to Chicago from Mississauga, ON.

How far is Chicago from Mississauga, ON?

The distance between Mississauga, ON and Chicago is 422.6 miles.

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

Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance. On this particular route, a bus will emit, per person, a total of 18 kgs of CO2, a train 24 kgs, a car 116 kgs, and a flight 167 kgs.

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

You can get to Chicago with just $63 by taking a Bus from FlixBus.

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

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

More routes to Mississauga, ON and to Chicago

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

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