Trip.com
>
Cheap Flights
>
United States
>
Illinois
>
Chicago
>
Montreal to Chicago flight
>
Montréal-Pierre Elliott Trudeau International Airport to Chicago Midway International Airport flight

Search for flights from Montreal to Chicago and check out affordable one-way and round-trip options.

      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Tue, Sep 8 | Porter Airlines
        MDW 15:20
        4h 52m
        1 stop
        YUL 21:12
        Chicago - Montreal | Tue, Sep 15 | Porter Airlines
        €202 €261
        23% off
        23% off
        €261 €202
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Tue, Aug 4 | Porter Airlines
        MDW 15:15
        5h 55m
        1 stop
        YUL 22:10
        Chicago - Montreal | Tue, Aug 11 | Porter Airlines
        €208 €261
        20% off
        20% off
        €261 €208
      • YUL 06:00
        4h 17m
        1 stop
        MDW 09:17
        Montreal - Chicago | Tue, Sep 8 | Delta Air Lines
        MDW 17:45
        4h 42m
        1 stop
        YUL 23:27
        Chicago - Montreal | Tue, Sep 15 | Delta Air Lines
        €232 €261
        11% off
        11% off
        €261 €232
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Wed, Aug 12 | Porter Airlines
        MDW 15:15
        5h 55m
        1 stop
        YUL 22:10
        Chicago - Montreal | Wed, Aug 19 | Porter Airlines
        €232
        11% off
        €261 €232
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Fri, Aug 14 | Porter Airlines
        MDW 15:15
        5h 55m
        1 stop
        YUL 22:10
        Chicago - Montreal | Tue, Aug 18 | Porter Airlines
        €236
        10% off
        €261 €236
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Thu, Aug 13 | Porter Airlines
        MDW 15:15
        5h 55m
        1 stop
        YUL 22:10
        Chicago - Montreal | Wed, Aug 19 | Porter Airlines
        €238
        9% off
        €261 €238
      • YUL 09:00
        6h 35m
        1 stop
        MDW 14:35
        Montreal - Chicago | Mon, Sep 21 | Porter Airlines
        MDW 15:20
        4h 52m
        1 stop
        YUL 21:12
        Chicago - Montreal | Thu, Sep 24 | Porter Airlines
        €238
        9% off
        €261 €238
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Thu, Aug 20 | Porter Airlines
        ORD 11:05
        2h 23m
        Direct
        YUL 14:28
        Chicago - Montreal | Sun, Aug 23 | Air Canada
        €239
        8% off
        €261 €239
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Fri, Sep 11 | Porter Airlines
        ORD 11:05
        2h 19m
        Direct
        YUL 14:24
        Chicago - Montreal | Mon, Sep 14 | Air Canada
        €241
        8% off
        €261 €241
      • YUL 06:00
        7h 39m
        1 stop
        MDW 12:39
        Montreal - Chicago | Sun, Aug 23 | Delta Air Lines
        ORD 17:18
        5h 12m
        1 stop
        YUL 23:30
        Chicago - Montreal | Sat, Aug 29 | Delta Air Lines
        €242
        7% off
        €261 €242
      • YMQ 13:00
        17h 25m
        1 stop
        CHI 14:00
        Montreal - Chicago | Fri, Jul 31 | Normal Airline
        CHI 15:00
        6h
        Direct
        YMQ 16:00
        Chicago - Montreal | Sun, Aug 2 | Normal Airline
        Find more flights
        Find more flights
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Fri, Aug 7 | Porter Airlines
        €128 €156
        18% off
        18% off
        €156 €128
      • YUL 06:30
        4h 15m
        1 stop
        MDW 09:45
        Montreal - Chicago | Wed, Aug 19 | Porter Airlines
        €141 €156
        10% off
        10% off
        €156 €141
      • YUL 06:30
        5h 30m
        1 stop
        MDW 11:00
        Montreal - Chicago | Wed, Sep 2 | Porter Airlines
        €141 €156
        10% off
        10% off
        €156 €141
      • YUL 06:30
        4h 15m
        1 stop
        MDW 09:45
        Montreal - Chicago | Wed, Aug 12 | Porter Airlines
        €141
        10% off
        €156 €141
      • YUL 06:30
        4h 15m
        1 stop
        MDW 09:45
        Montreal - Chicago | Tue, Aug 11 | Porter Airlines
        €141
        10% off
        €156 €141
      • YUL 06:30
        4h 15m
        1 stop
        MDW 09:45
        Montreal - Chicago | Tue, Aug 25 | Porter Airlines
        €142
        9% off
        €156 €142
      • YUL 09:00
        6h 35m
        1 stop
        MDW 14:35
        Montreal - Chicago | Thu, Sep 10 | Porter Airlines
        €143
        8% off
        €156 €143
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Sat, Sep 5 | Porter Airlines
        €143
        8% off
        €156 €143
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Fri, Aug 28 | Porter Airlines
        €144
        8% off
        €156 €144
      • YUL 10:35
        5h
        1 stop
        MDW 14:35
        Montreal - Chicago | Thu, Aug 27 | Porter Airlines
        €145
        7% off
        €156 €145
      • YMQ 13:00
        17h 25m
        1 stop
        CHI 14:00
        Montreal - Chicago | Fri, Jul 31 | Normal Airline
        Find more flights
        Find more flights

airport_to_airport.flight_disclaimer

Selected Airlines from Montréal-Pierre Elliott Trudeau International Airport to Chicago Midway International Airport

See which airlines fly from Montreal to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Porter Airlines
From €128
Delta Air Lines
From €146
Apg Airlines
From €154
WestJet
From €207
Air Canada
From €248
Air Transat
From €255

Find more flights and airlines

Flight Schedule from Montréal-Pierre Elliott Trudeau International Airport to Chicago Midway International Airport

Check the schedule for flights from Montreal to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. PD2452

    Montréal-Pierre Elliott Trudeau International Airport

    06:50

    YUL

    1h 25m

    Direct

    08:15

    YTZ

    S M T W T - S
    Search

  2. PD2387

    Billy Bishop Toronto City Airport

    11:10

    YTZ

    1h 50m

    Direct

    12:00

    MDW

    S M T W T F S

  3. DL5056

    Montréal-Pierre Elliott Trudeau International Airport

    06:00

    YUL

    2h 14m

    Direct

    08:14

    DTW

    S M T W T F S
    Search

  4. DL4684

    Detroit Metropolitan Wayne County Airport

    09:06

    DTW

    1h 36m

    Direct

    09:42

    MDW

    S M T W T F S

  5. PD2460

    Montréal-Pierre Elliott Trudeau International Airport

    10:00

    YUL

    1h 25m

    Direct

    11:25

    YTZ

    S M T W T F S
    Search

  6. PD2393

    Billy Bishop Toronto City Airport

    15:50

    YTZ

    1h 50m

    Direct

    16:40

    MDW

    S M T W T F S

  7. DL5148

    Montréal-Pierre Elliott Trudeau International Airport

    12:45

    YUL

    2h 8m

    Direct

    14:53

    DTW

    S M T W T F S
    Search

  8. DL4688

    Detroit Metropolitan Wayne County Airport

    12:15

    DTW

    1h 18m

    Direct

    12:33

    MDW

    S M T W T F S

  9. PD2486

    Montréal-Pierre Elliott Trudeau International Airport

    20:40

    YUL

    1h 21m

    Direct

    22:01

    YTZ

    S M T W T - S
    Search

  10. PD2387

    Billy Bishop Toronto City Airport

    11:10

    YTZ

    1h 50m

    Direct

    12:00

    MDW

    S M T W T F S

  11. PD2452

    Montréal-Pierre Elliott Trudeau International Airport

    06:50

    YUL

    1h 25m

    Direct

    08:15

    YTZ

    S M T W T - S
    Search

  12. PD2393

    Billy Bishop Toronto City Airport

    15:50

    YTZ

    1h 50m

    Direct

    16:40

    MDW

    S M T W T F S

  13. DL5056

    Montréal-Pierre Elliott Trudeau International Airport

    06:00

    YUL

    2h 14m

    Direct

    08:14

    DTW

    S M T W T F S
    Search

  14. DL4688

    Detroit Metropolitan Wayne County Airport

    12:15

    DTW

    1h 18m

    Direct

    12:33

    MDW

    S M T W T F S

  15. DL2643

    Montréal-Pierre Elliott Trudeau International Airport

    07:00

    YUL

    2h 45m

    Direct

    09:45

    ATL

    S M T W T F S
    Search

  16. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Direct

    11:56

    MDW

    S M T W T F S
Find more flights and airlines

Montréal-Pierre Elliott Trudeau International Airport to Chicago Midway International Airport Flights Info

Flight distance 1,197.23km
Cheapest one-way ticket price €128
Cheapest return ticket price €202

FAQs for Montréal-Pierre Elliott Trudeau International Airport to Chicago Midway International Airport Flights

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.

Find Cheap Flights with Trip.com

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed on this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within the last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.