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Montreal-Trudeau International Airport to Midway International Airport flight
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Cheap Flights from Montreal-Trudeau International Airport to Midway International Airport

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

  • One way
  • Round-trip
sortSort by: Lowest Price
  • Sort by: Lowest Price
  • Sort by: Earliest Flight
      • YUL16:10
        6h 27m
        1 stop
        MDW21:37
        Montreal - Chicago|Sun, Jun 16|Porter Airlines
        $138$177
        22% OFF
        22% OFF
        $177$138
      • YUL10:45
        6h 32m
        1 stop
        MDW16:17
        Montreal - Chicago|Wed, Jun 26|Porter Airlines
        $141$177
        20% OFF
        20% OFF
        $177$141
      • YUL10:45
        6h 32m
        1 stop
        MDW16:17
        Montreal - Chicago|Mon, Jun 24|Porter Airlines
        $141$177
        20% OFF
        20% OFF
        $177$141
      • YUL18:35
        4h 2m
        1 stop
        MDW21:37
        Montreal - Chicago|Fri, Jun 14|Porter Airlines
        $142
        $142
      • YUL16:45
        5h 52m
        1 stop
        MDW21:37
        Montreal - Chicago|Wed, Jun 19|Porter Airlines
        $144
        $144
      • YUL18:35
        4h 2m
        1 stop
        MDW21:37
        Montreal - Chicago|Mon, Jul 8|Porter Airlines
        $144
        $144
      • YUL18:35
        4h 2m
        1 stop
        MDW21:37
        Montreal - Chicago|Fri, Aug 2|Porter Airlines
        $144
        $144
      • YUL12:50
        4h 27m
        1 stop
        MDW16:17
        Montreal - Chicago|Wed, Jun 12|Porter Airlines
        $145
        $145
      • YUL07:00
        4h 7m
        1 stop
        MDW10:07
        Montreal - Chicago|Tue, Jun 25|Porter Airlines
        $146
        $146
      • YUL18:35
        4h 2m
        1 stop
        MDW21:37
        Montreal - Chicago|Mon, Jul 15|Porter Airlines
        $147
        $147
      • YUL13:00
        3h 5m
        Direct
        MDW14:00
        Montreal - Chicago|Wed, Jun 19|Porter Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Montreal-Trudeau International Airport to 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 $138
Delta Air Lines
From $163
WestJet
From $179
United Airlines
From $245
Sun Country Airlines
From $253
Air Canada
From $277
American Airlines
From $310
ANA airlines

Find more flights and airlines

Flight Schedule from Montreal-Trudeau International Airport to 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

    Porter Airlines

    07:00

    YUL

    1.4h

    08:25

    YTZ

    SMTWT--
    Search

  2. PD2387

    Porter Airlines

    09:20

    YTZ

    1.8h

    10:07

    MDW

    SMTWTFS

  3. PD2456

    Porter Airlines

    08:35

    YUL

    1.4h

    10:01

    YTZ

    -----F-
    Search

  4. PD2387

    Porter Airlines

    09:20

    YTZ

    1.8h

    10:07

    MDW

    SMTWTFS

  5. PD2460

    Porter Airlines

    10:45

    YUL

    1.4h

    12:11

    YTZ

    SMTWTFS
    Search

  6. PD2393

    Porter Airlines

    15:30

    YTZ

    1.8h

    16:17

    MDW

    SMTWT-S

  7. PD114

    Porter Airlines

    10:55

    YUL

    1.4h

    12:19

    YYZ

    SMTWTFS
    Search

  8. PD2393

    Porter Airlines

    15:30

    YTZ

    1.8h

    16:17

    MDW

    SMTWT-S

  9. WS6339

    WestJet

    12:47

    YUL

    2.9h

    15:39

    ATL

    SMTWTFS
    Search

  10. WS6306

    WestJet

    17:08

    ATL

    1.9h

    18:02

    MDW

    S--WT--

  11. PD2466

    Porter Airlines

    12:50

    YUL

    1.4h

    14:16

    YTZ

    SMTWT-S
    Search

  12. PD2393

    Porter Airlines

    15:30

    YTZ

    1.8h

    16:17

    MDW

    SMTWT-S

  13. PD2476

    Porter Airlines

    16:45

    YUL

    1.4h

    18:11

    YTZ

    SMTWTFS
    Search

  14. PD2397

    Porter Airlines

    20:50

    YTZ

    1.8h

    21:37

    MDW

    SMTWT-S

  15. PD2484

    Porter Airlines

    18:35

    YUL

    1.4h

    20:01

    YTZ

    SMTWT-S
    Search

  16. PD2397

    Porter Airlines

    20:50

    YTZ

    1.8h

    21:37

    MDW

    SMTWT-S
Find more flights and airlines

Montreal-Trudeau International Airport to Midway International Airport Flights Info

Flight distance1,197.23km
Cheapest one-way ticket price$137
Cheapest return ticket price$281

FAQs for Montreal-Trudeau International Airport to 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. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.

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