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Flights from Montreal to Chicago
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Flights from Montreal to Chicago Starting at €113

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        YUL12:30
        2h 35m
        Nonstop
        ORD14:05
        Wed, Apr 30|Montreal - Chicago|American Airlines
        €132€193
        31% OFF
        31% OFF
        €193€132

        Choose American Airlines flights from Montreal to Chicago. The one-way direct flight with American Airlines departs from Montreal-Trudeau International Airport on Wed, Apr 30, arriving at O'Hare International Airport. One-way Prices start from €132 including taxes and charges.

      • YUL12:30
        2h 35m
        Nonstop
        ORD14:05
        Tue, May 13|Montreal - Chicago|American Airlines
        €143€193
        26% OFF
        26% OFF
        €193€143

        Choose American Airlines flights from Montreal to Chicago. The one-way direct flight with American Airlines departs from Montreal-Trudeau International Airport on Tue, May 13, arriving at O'Hare International Airport. One-way Prices start from €143 including taxes and charges.

      • YUL11:50
        5h 50m
        1 stop
        MDW16:40
        Tue, Mar 25|Montreal - Chicago|Porter Airlines
        €113€193
        41% OFF
        41% OFF
        €193€113

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Tue, Mar 25, arriving at Midway International Airport. One-way Prices start from €113 including taxes and charges.

      • YUL06:50
        4h 30m
        1 stop
        MDW10:20
        Mon, Mar 3|Montreal - Chicago|Porter Airlines
        €115
        €115

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Mon, Mar 3, arriving at Midway International Airport. One-way Prices start from €115 including taxes and charges.

      • YUL11:50
        5h 50m
        1 stop
        MDW16:40
        Wed, Mar 26|Montreal - Chicago|Porter Airlines
        €116
        €116

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Wed, Mar 26, arriving at Midway International Airport. One-way Prices start from €116 including taxes and charges.

      • YUL11:50
        5h 50m
        1 stop
        MDW16:40
        Thu, Mar 6|Montreal - Chicago|Porter Airlines
        €118
        €118

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Thu, Mar 6, arriving at Midway International Airport. One-way Prices start from €118 including taxes and charges.

      • YUL08:55
        4h 15m
        1 stop
        MDW12:10
        Tue, Feb 25|Montreal - Chicago|Porter Airlines
        €120
        €120

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Tue, Feb 25, arriving at Midway International Airport. One-way Prices start from €120 including taxes and charges.

      • YUL08:55
        4h 15m
        1 stop
        MDW12:10
        Thu, Feb 27|Montreal - Chicago|Porter Airlines
        €120
        €120

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Thu, Feb 27, arriving at Midway International Airport. One-way Prices start from €120 including taxes and charges.

      • YUL06:50
        4h 30m
        1 stop
        MDW10:20
        Thu, Mar 13|Montreal - Chicago|Porter Airlines
        €123
        €123

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Thu, Mar 13, arriving at Midway International Airport. One-way Prices start from €123 including taxes and charges.

      • YUL11:50
        5h 50m
        1 stop
        MDW16:40
        Mon, Mar 17|Montreal - Chicago|Porter Airlines
        €123
        €123

        Choose Porter Airlines flights from Montreal to Chicago. The one-way connecting flight with Porter Airlines departs from Montreal-Trudeau International Airport on Mon, Mar 17, arriving at Midway International Airport. One-way Prices start from €123 including taxes and charges.

      • YMQ01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Fri, Feb 28|Montreal - Chicago|American Airlines
        Find More Flights
        Find More Flights

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

Montreal to Chicago flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. PD2452

    Porter Airlines

    06:50

    YUL

    1.4h

    08:15

    YTZ

    SMTWTFS
    Search

  2. PD2387

    Porter Airlines

    07:30

    YTZ

    1.8h

    08:19

    MDW

    SMTWTFS

  3. PD2458

    Porter Airlines

    08:55

    YUL

    1.4h

    10:20

    YTZ

    SMTWT-S
    Search

  4. PD2387

    Porter Airlines

    07:30

    YTZ

    1.8h

    08:19

    MDW

    SMTWTFS

  5. AC8959

    Air Canada

    09:15

    YUL

    2.6h

    Nonstop

    10:54

    ORD

    SMTWTFS
    Search

  6. PD2464

    Porter Airlines

    10:45

    YUL

    1.4h

    12:10

    YTZ

    SMTWT--
    Search

  7. PD2393

    Porter Airlines

    15:35

    YTZ

    1.8h

    16:24

    MDW

    ---W--S

  8. PD2466

    Porter Airlines

    11:50

    YUL

    1.4h

    13:15

    YTZ

    SMTWT-S
    Search

  9. PD2393

    Porter Airlines

    15:35

    YTZ

    1.8h

    16:24

    MDW

    ---W--S

  10. DL3897

    Delta Air Lines

    12:50

    YUL

    2.0h

    14:51

    DTW

    SMTWTFS
    Search

  11. DL1654

    Delta Air Lines

    09:00

    DTW

    1.4h

    09:24

    ORD

    SMTWT-S

  12. DL3897

    Delta Air Lines

    12:50

    YUL

    2.0h

    14:51

    DTW

    SMTWTFS
    Search

  13. DL3869

    Delta Air Lines

    18:15

    DTW

    1.3h

    18:30

    MDW

    SMTWTFS

  14. AC8961

    Air Canada

    13:10

    YUL

    2.6h

    Nonstop

    14:45

    ORD

    SMTWTFS
    Search

  15. AC423

    Air Canada

    18:10

    YUL

    1.6h

    19:45

    YYZ

    SMTWTFS
    Search

  16. AC4961

    Air Canada

    21:00

    YYZ

    2.1h

    22:06

    ORD

    SMTWT-S

  17. UA8687

    United Airlines

    18:50

    YUL

    2.6h

    Nonstop

    20:25

    ORD

    SMTWTFS
    Search
Find more flights and airlines

Find the best time to fly from Montreal to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Montreal to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Porter Airlines logoPorter Airlines

FAQ

  • When are flight tickets from Montreal (YMQ) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Montreal to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Montreal (YMQ) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around €316.

  • How long does it take to fly from Montreal (YMQ) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 44 minutes to fly from Montreal (YMQ) to Chicago (CHI).

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

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Montreal (YMQ) to Chicago (CHI)?

    Airlines with flights from Montreal (YMQ) to Chicago (CHI): Air Canada, United Airlines, avianca, Copa Airlines, Air New Zealand and All Nippon Airways.

How to find a cheap flight from Montreal to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Montreal to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Montreal to Chicago

Cheapest nonstop flight price€113
Cheapest round-trip ticket price€216
Off-season for travelMarch
Peak season for travelNovember
Flight distance1,199.75 km
Average flight time2 hours 44 minutes
Popular airlineUnited Airlines

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