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Cheap flight deals from Montreal to Chicago Starting at AED 434

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

  • One way
  • Round-trip
      • Cheapest nonstop
        YUL12:30 pm
        2h 35m
        Nonstop
        ORD02:05 pm
        Wed, Apr 30|Montreal - Chicago|American Airlines
        AED 507AED 720
        30% OFF
        30% OFF
        AED 720AED 507

        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 AED 507 including taxes and charges.

      • YUL12:30 pm
        2h 35m
        Nonstop
        ORD02:05 pm
        Tue, May 13|Montreal - Chicago|American Airlines
        AED 547AED 720
        24% OFF
        24% OFF
        AED 720AED 547

        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 AED 547 including taxes and charges.

      • YUL11:50 am
        5h 50m
        1 stop
        MDW04:40 pm
        Tue, Mar 25|Montreal - Chicago|Porter Airlines
        AED 434AED 720
        40% OFF
        40% OFF
        AED 720AED 434

        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 AED 434 including taxes and charges.

      • YUL06:50 am
        4h 30m
        1 stop
        MDW10:20 am
        Mon, Mar 3|Montreal - Chicago|Porter Airlines
        AED 440
        AED 440

        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 AED 440 including taxes and charges.

      • YUL11:50 am
        5h 50m
        1 stop
        MDW04:40 pm
        Wed, Mar 26|Montreal - Chicago|Porter Airlines
        AED 446
        AED 446

        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 AED 446 including taxes and charges.

      • YUL11:50 am
        5h 50m
        1 stop
        MDW04:40 pm
        Thu, Mar 6|Montreal - Chicago|Porter Airlines
        AED 452
        AED 452

        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 AED 452 including taxes and charges.

      • YUL08:55 am
        4h 15m
        1 stop
        MDW12:10 pm
        Tue, Feb 25|Montreal - Chicago|Porter Airlines
        AED 461
        AED 461

        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 AED 461 including taxes and charges.

      • YUL08:55 am
        4h 15m
        1 stop
        MDW12:10 pm
        Thu, Feb 27|Montreal - Chicago|Porter Airlines
        AED 461
        AED 461

        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 AED 461 including taxes and charges.

      • YUL06:50 am
        4h 30m
        1 stop
        MDW10:20 am
        Thu, Mar 13|Montreal - Chicago|Porter Airlines
        AED 471
        AED 471

        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 AED 471 including taxes and charges.

      • YUL11:50 am
        5h 50m
        1 stop
        MDW04:40 pm
        Mon, Mar 17|Montreal - Chicago|Porter Airlines
        AED 473
        AED 473

        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 AED 473 including taxes and charges.

      • YMQ01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Wed, Feb 26|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 info.
Departure
Arrival
Weekly Schedule

  1. PD2466

    Porter Airlines

    01:10 pm

    YUL

    1.4h

    02:35 pm

    YTZ

    SMTWT-S
    Search

  2. PD2393

    Porter Airlines

    03:35 pm

    YTZ

    1.8h

    04:24 pm

    MDW

    ---W--S

  3. AC8961

    Air Canada

    01:10 pm

    YUL

    2.6h

    Nonstop

    02:45 pm

    ORD

    SMTWTFS
    Search

  4. AC423

    Air Canada

    06:15 pm

    YUL

    1.6h

    07:48 pm

    YYZ

    SMTWTFS
    Search

  5. AC4961

    Air Canada

    09:00 pm

    YYZ

    2.1h

    10:06 pm

    ORD

    SMTWT-S

  6. UA8687

    United Airlines

    06:40 pm

    YUL

    2.5h

    Nonstop

    08:12 pm

    ORD

    SMTWTFS
    Search

  7. AC8967

    Air Canada

    06:50 pm

    YUL

    2.6h

    Nonstop

    08:25 pm

    ORD

    SMTWTFS
    Search

  8. PD2452

    Porter Airlines

    07:00 am

    YUL

    1.4h

    08:25 am

    YTZ

    SMTWTFS
    Search

  9. PD2387

    Porter Airlines

    07:30 am

    YTZ

    1.8h

    08:19 am

    MDW

    SMTWTFS

  10. AC8959

    Air Canada

    08:20 am

    YUL

    2.5h

    Nonstop

    09:52 am

    ORD

    SMTWTFS
    Search

  11. PD2458

    Porter Airlines

    09:35 am

    YUL

    1.4h

    11:00 am

    YTZ

    SMTWT-S
    Search

  12. PD2387

    Porter Airlines

    07:30 am

    YTZ

    1.8h

    08:19 am

    MDW

    SMTWTFS

  13. DL3897

    Delta Air Lines

    12:50 pm

    YUL

    2.0h

    02:51 pm

    DTW

    SMTWTFS
    Search

  14. DL1654

    Delta Air Lines

    09:00 am

    DTW

    1.4h

    09:24 am

    ORD

    SMTWT-S

  15. DL3897

    Delta Air Lines

    12:50 pm

    YUL

    2.0h

    02:51 pm

    DTW

    SMTWTFS
    Search

  16. DL3869

    Delta Air Lines

    06:15 pm

    DTW

    1.3h

    06:30 pm

    MDW

    SMTWTFS
Find more flights and airlines

When is the cheapest 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.

Frequently Asked Questions

  • 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 AED 1,215.

  • 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 Info | Montreal to Chicago

Cheapest nonstop flight priceAED 434
Cheapest round-trip ticket priceAED 828
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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