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Chicago to Montreal - Flights Starting at US$87

Book one-way or return flights from Chicago to Montreal from as little as US$87. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • MDW08:40
        4h 20m
        1 stop
        YUL14:00
        Sun, May 12|Chicago - Montreal|Porter Airlines
        US$87US$141
        38% OFF
        38% OFF
        US$141US$87
      • MDW08:00
        4h 45m
        1 stop
        YUL13:45
        Wed, May 15|Chicago - Montreal|Porter Airlines
        US$89US$141
        37% OFF
        37% OFF
        US$141US$89
      • MDW08:00
        4h 45m
        1 stop
        YUL13:45
        Mon, May 13|Chicago - Montreal|Porter Airlines
        US$90US$141
        36% OFF
        36% OFF
        US$141US$90
      • MDW08:00
        4h 45m
        1 stop
        YUL13:45
        Tue, May 14|Chicago - Montreal|Porter Airlines
        US$90
        US$90
      • MDW08:00
        4h 45m
        1 stop
        YUL13:45
        Fri, May 10|Chicago - Montreal|Porter Airlines
        US$93
        US$93
      • MDW17:15
        4h 35m
        1 stop
        YUL22:50
        Wed, Jun 5|Chicago - Montreal|Porter Airlines
        US$103
        US$103
      • MDW08:00
        4h 45m
        1 stop
        YUL13:45
        Thu, May 9|Chicago - Montreal|Porter Airlines
        US$103
        US$103
      • MDW12:42
        10h 17m
        1 stop
        YUL23:59
        Wed, May 15|Chicago - Montreal|Delta Air Lines
        US$109
        US$109
      • MDW13:21
        8h 47m
        1 stop
        YUL23:08
        Sun, May 12|Chicago - Montreal|Delta Air Lines
        US$109
        US$109
      • MDW12:42
        10h 17m
        1 stop
        YUL23:59
        Tue, May 14|Chicago - Montreal|Delta Air Lines
        US$109
        US$109
      • CHI13:00
        3h 5m
        Direct
        YMQ14:00
        Sat, May 4|Chicago - Montreal|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.

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

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

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Cheapest airlines flights from Chicago to Montreal

View airlines operating flights from Chicago to Montreal. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Porter Airlines
From US$87
Delta Air Lines
From US$109
Air Canada
From US$121
United Airlines
From US$129
Spirit Airlines
From US$132
WestJet
From US$141
American Airlines
From US$141
Southwest Airlines
From US$157
Jetblue Airways
From US$171
Frontier Airlines
From US$179
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Montreal

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Montreal.

  • Cheapest
    Porter Airlines
    MDW
    08:40
    4h 20m
    1 transfer
    YUL
    14:00
    Midway International Airport - Montreal-Trudeau International Airport
    Sun, May 12Porter Airlines
    US$87
  • Delta Air Lines
    ORD
    13:32
    8h 36m
    1 transfer
    YUL
    23:08
    O'Hare International Airport - Montreal-Trudeau International Airport
    Tue, May 14Delta Air Lines
    US$109
  • Delta Air Lines
    ORD
    13:32
    8h 36m
    1 transfer
    YUL
    23:08
    O'Hare International Airport - Montreal-Trudeau International Airport
    Tue, May 14Delta Air Lines
    US$109
    Find More Flights

Frequently Asked Questions

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

    Airlines adjust prices for flights from Chicago to Montreal 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 Chicago (CHI) to Montreal (YMQ) cost?

    According to Trip.com's data, the lowest price is around $409.

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

    It takes around 2 hours 18 minutes to fly from Chicago (CHI) to Montreal (YMQ).

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

    • The distance from Montreal-Trudeau International Airport to downtown is about 15km. It takes about 30 minutes by taxi.

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

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

How to find a cheap flight from Chicago to Montreal

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 Chicago to Montreal. 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
Chicago to Montreal Flight Information

Cheapest nonstop flight price

$86

Cheapest round-trip ticket price

$222

Off-season for travel

December

Peak season for travel

October

Flight distance

1,199.75km

Average flight time

2 hours 18 minutes

Popular airline

United Airlines

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