How to get from Mississauga, ON to Chicago

Compare Flights and Buses with one click and find the best one for you
The Best Deals Save up to 70%
The Most Choices Millions of routes worldwide
Easy and Transparent Compare offers with 1 click

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
$62
$93
16
Flight
1h 50m
$102
$188
108

What is the cheapest way to reach Chicago from Mississauga, 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.

Friday
from $100
Saturday
from $93
Sunday
from $99
Monday
from $107
Tuesday
from $138
Wednesday
from $82
Thursday
from $62

    Cheapest Buses Friday

  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $100
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $103
  • 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
    $129

    Cheapest Buses Saturday

  • FlixBus
    19h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:25 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $93
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $93
  • FlixBus
    19h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    22h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $102
  • Cheapest Flights Saturday

  • Porter Airlines
    1h 50m
    0
    11:00 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $102
  • Air Transat
    1h 50m
    0
    11:00 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $145
  • Porter Airlines
    9h 49m
    0
    2:20 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:09 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $146
  • Flair Airlines
    9h 7m
    0
    3:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:47 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $164
  • Porter Airlines
    27h 37m
    0
    9:25 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    1:02 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $172
  • Westjet Airlines
    3h 39m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:54 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177

    Cheapest Buses Sunday

  • 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
    $99
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    21h 0m
    0
    3:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $104
  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $104
  • FlixBus
    14h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $104

    Cheapest Flights Monday

  • Porter Airlines
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $107
  • United Airlines
    2h 15m
    0
    6:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:00 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $125
  • Air Transat
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $145
  • Porter Airlines
    11h 13m
    0
    7:55 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:08 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $164
  • Westjet Airlines
    11h 8m
    0
    8:00 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:08 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from $164
  • Flair Airlines
    9h 7m
    0
    3:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:47 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $166

    Cheapest Flights Tuesday

  • United Airlines
    2h 5m
    0
    8:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:50 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $138
  • Porter Airlines
    6h 17m
    0
    7:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    1:02 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $148
  • Porter Airlines
    11h 44m
    0
    7:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    6:29 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Porter Airlines
    Economy
    from $148
  • Flair Airlines
    9h 7m
    0
    3:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:47 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $155
  • Westjet Airlines
    3h 33m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:53 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177
  • Westjet Airlines
    7h 9m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:29 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177

    Cheapest Buses Wednesday

  • FlixBus
    22h 45m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $82
  • FlixBus
    19h 50m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $84
  • Cheapest Flights Wednesday

  • Porter Airlines
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $176
  • Air Canada
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $176
  • Flair Airlines
    2h 4m
    0
    9:00 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Flair Airlines
    Economy
    from $201
  • CargoLogicAir
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $259
  • Flair Airlines
    9h 7m
    0
    3:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:47 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $263
  • CargoLogicAir
    12h 10m
    0
    1:30 PM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    12:40 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    CargoLogicAir
    Economy
    from $304

    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
    $62
  • 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
    $62
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $63
  • Cheapest Flights Thursday

  • Porter Airlines
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $110
  • CargoLogicAir
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $111
  • Air Canada
    1h 55m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:10 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $127
  • Air Transat
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $148
  • Air Canada
    5h 18m
    0
    7:00 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:18 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Air Canada
    Economy
    from $174
  • Skyscanner
    7h 25m
    0
    8:30 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 $174

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.

Friday
from 12h 30m
Saturday
from 1h 50m
Sunday
from 12h 30m
Monday
from 1h 50m
Tuesday
from 2h 5m
Wednesday
from 1h 50m
Thursday
from 1h 50m

    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
    $129
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $100
  • FlixBus
    20h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $103

    Fastest Flights Saturday

  • Porter Airlines
    1h 50m
    0
    11:00 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $102
  • Air Transat
    1h 50m
    0
    11:00 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    11:50 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $145
  • Westjet Airlines
    3h 39m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:54 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177
  • Westjet Airlines
    4h 26m
    0
    6:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:41 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from $177
  • Westjet Airlines
    6h 1m
    0
    7:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:46 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177
  • United Airlines
    7h 57m
    0
    7:30 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    2:27 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $197
  • Fastest Buses Saturday

  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    6:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $93
  • FlixBus
    19h 35m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:20 AM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    19h 50m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:25 PM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $93
  • FlixBus
    22h 0m
    0
    2:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $102

    Fastest Buses Sunday

  • 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
    $99
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $101
  • FlixBus
    14h 30m
    0
    11:55 PM
    Mississauga, ON
    City Centre Dr / Duke of York Blvd
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $104
  • FlixBus
    14h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    1:25 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $104
  • FlixBus
    21h 0m
    0
    3:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:35 PM
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    $104

    Fastest Flights Monday

  • Porter Airlines
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $107
  • Air Transat
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $145
  • United Airlines
    2h 15m
    0
    6:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:00 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $125
  • Westjet Airlines
    6h 39m
    0
    12:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:54 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $179
  • Westjet Airlines
    7h 9m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:29 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $179
  • Flair Airlines
    9h 7m
    0
    3:40 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:47 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Flair Airlines
    Economy
    from $166

    Fastest Flights Tuesday

  • United Airlines
    2h 5m
    0
    8:45 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:50 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $138
  • Westjet Airlines
    3h 33m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:53 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177
  • Westjet Airlines
    3h 50m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    9:10 AM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Westjet Airlines
    Economy
    from $177
  • Porter Airlines
    6h 17m
    0
    7:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    1:02 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $148
  • Air Transat
    6h 17m
    0
    7:45 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    1:02 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $195
  • Westjet Airlines
    7h 9m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    12:29 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $177

    Fastest Flights Wednesday

  • Porter Airlines
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $176
  • Air Canada
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $176
  • CargoLogicAir
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $259
  • Air Transat
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $307
  • Flair Airlines
    2h 4m
    0
    9:00 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:04 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Flair Airlines
    Economy
    from $201
  • Skyscanner
    2h 4m
    0
    9:00 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    10:04 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from $317
  • Fastest Buses Wednesday

  • FlixBus
    19h 50m
    0
    10:35 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus 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
    $82

    Fastest Flights Thursday

  • Porter Airlines
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Porter Airlines
    Economy
    from $110
  • CargoLogicAir
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    CargoLogicAir
    Economy
    from $111
  • Air Transat
    1h 50m
    0
    9:15 AM
    Pearson Toronto Airport
    Billy Bishop Toronto City Airport
    10:05 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Transat
    Economy
    from $148
  • Air Canada
    1h 55m
    0
    2:15 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    3:10 PM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Air Canada
    Economy
    from $127
  • United Airlines
    2h 9m
    0
    3:30 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    4:39 PM
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from $202
  • Westjet Airlines
    3h 33m
    0
    6:20 AM
    Pearson Toronto Airport
    Pearson Toronto Airport
    8:53 AM
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from $209
  • Fastest Buses Thursday

  • 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
    $62
  • FlixBus
    12h 50m
    0
    11:35 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    11:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $63
  • FlixBus
    17h 40m
    0
    12:45 PM
    Pearson Toronto Airport
    Pearson Toronto Airport
    5:25 AM
    Chicago
    Downtown Bus Station
    0
    FlixBus
    Economy
    $62
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 10 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 $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 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, Porter Airlines and Westjet 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, Porter Airlines and Westjet Airlines. Be sure to check their seat class offers and the amenities that they provide.

Bus companies: FlixBus

Airlines: Porter Airlines, Westjet Airlines, Air Transat and 5 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 10 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 $62 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!

The CheckMyBus App

Free Download

App Store
CheckMyBus App
Close
GPDR CheckMyBus shield

We value your privacy!

To

show

you

the

best

bus

offers,

we

and

our

partners

use

technical,

analytical,

and

marketing

cookies

to

personalize

the

ads.

We

remember

your

anonymized

details

to

provide

a

personalized

experience.