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Cheap flights from Montreal to Chicago from $141

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal to Chicago departing on 11/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Montreal to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Montreal to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Montreal to Chicago.

Cheap last minute flights

Planning a quick getaway from Montreal to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Montreal to Chicago

Find recent round-trip train or bus tickets from Montreal to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$247Porter Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
12:05 pm - 6:00 pmMDW-YUL
4h 55m1 stop
$249Porter Airlines
Find Deal
Fri, Dec 6 - Mon, Dec 9
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
2:00 pm - 9:48 pmORD-YUL
6h 48m1 stop
$251Air Canada
Find Deal
Wed, Nov 27 - Fri, Nov 29
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
9:00 am - 5:50 pmORD-YUL
7h 50m1 stop
$255United Airlines
Find Deal
Wed, Nov 27 - Thu, Nov 28
4:45 pm - 6:41 pmYUL-ORD
2h 56mnonstop
7:19 am - 1:18 pmORD-YUL
4h 59m1 stop
$256Air Canada
Find Deal
Thu, Nov 28 - Sun, Dec 1
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
11:15 am - 5:45 pmORD-YUL
5h 30m1 stop
$268United Airlines
Find Deal
Tue, Nov 26 - Thu, Nov 28
5:30 pm - 7:49 amYUL-ORD
15h 19m1 stop
6:30 am - 3:25 pmORD-YUL
7h 55m1 stop
$270American Airlines
Find Deal
Fri, Dec 6 - Sun, Dec 8
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
6:53 pm - 12:24 pmORD-YUL
16h 31m1 stop
$273American Airlines
Find Deal
Thu, Nov 28 - Mon, Dec 2
12:50 pm - 7:33 pmYUL-ORD
7h 43m1 stop
7:05 am - 4:00 pmORD-YUL
7h 55m1 stop
$274Delta
Find Deal
Wed, Dec 4 - Fri, Dec 6
6:00 am - 1:35 pmYUL-MDW
8h 35m1 stop
12:44 pm - 11:55 pmMDW-YUL
10h 11m1 stop
$274Delta
Find Deal
Tue, Dec 3 - Thu, Dec 12
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$141Porter Airlines
Find Deal
Fri, Nov 29
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$143Porter Airlines
Find Deal
Mon, Nov 25
9:20 am - 11:07 pmYUL-ORD
14h 47m2 stops
Wed, Dec 4
10:15 am - 2:51 pmYUL-ORD
5h 36m1 stop
$160Air Canada
Find Deal
Mon, Nov 25
1:10 pm - 2:45 pmYUL-ORD
2h 35mnonstop
$162Air Canada
Find Deal
Tue, Nov 19
9:20 am - 9:07 pmYUL-ORD
12h 47m1 stop
Wed, Dec 4
5:30 pm - 8:48 amYUL-ORD
16h 18m1 stop
$165American Airlines
Find Deal
Tue, Dec 10
6:30 pm - 11:20 pmYUL-ORD
5h 50m1 stop
$177United Airlines
Find Deal
Fri, Nov 22
6:35 pm - 10:02 amYUL-ORD
16h 27m1 stop
$178United Airlines
Find Deal
Sun, Nov 17
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
$182American Airlines
Find Deal
Wed, Dec 4
6:50 am - 12:00 pmYUL-MDW
6h 10m1 stop
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
$401Porter Airlines
Find Deal
Sat, Nov 9 - Tue, Nov 19
5:30 pm - 7:44 amYUL-ORD
15h 14m1 stop
6:40 pm - 1:32 pmORD-YUL
17h 52m1 stop
$416American Airlines
Find Deal
Fri, Nov 8 - Mon, Nov 18
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
$426Porter Airlines
Find Deal
Fri, Nov 8 - Mon, Nov 18
12:45 pm - 10:56 amYUL-ORD
23h 11m1 stop
5:35 pm - 11:58 amORD-YUL
17h 23m1 stop
$427WestJet
Find Deal
Wed, Nov 6 - Sat, Nov 9
7:30 am - 2:47 pmYUL-ORD
8h 17m1 stop
3:34 pm - 11:33 pmORD-YUL
6h 59m1 stop
$437WestJet
Find Deal
Sat, Nov 9 - Wed, Nov 20
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
8:25 pm - 1:53 amORD-YUL
4h 28m1 stop
$466Air Canada
Find Deal
Fri, Nov 8 - Mon, Nov 18
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
$505Air Canada
Find Deal
Fri, Nov 8 - Sat, Nov 9
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
7:55 pm - 10:10 amORD-YUL
13h 15m1 stop
$514American Airlines
Find Deal
Wed, Nov 6 - Wed, Nov 6
8:25 am - 2:13 pmYUL-ORD
6h 48m1 stop
6:30 am - 12:40 pmORD-YUL
5h 10m1 stop
$658United Airlines
Find Deal
Fri, Nov 8 - Mon, Nov 11
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
6:30 am - 12:40 pmORD-YUL
5h 10m1 stop
$709United Airlines
Find Deal
Fri, Nov 8 - Mon, Nov 11
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
$283American Airlines
Find Deal
Thu, Nov 28 - Sat, Nov 30
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$292Air Canada
Find Deal
Thu, Nov 28 - Sat, Nov 30
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$297Lufthansa
Find Deal
Thu, Nov 28 - Sun, Dec 1
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
$303American Airlines
Find Deal
Thu, Nov 28 - Sat, Nov 30
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$306Air Canada
Find Deal
Thu, Nov 28 - Sun, Dec 1
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
$311American Airlines
Find Deal
Mon, Nov 25 - Wed, Nov 27
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
Thu, Nov 28 - Sun, Dec 1
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
2:01 pm - 5:19 pmORD-YUL
2h 18mnonstop
$334United Airlines
Find Deal
Wed, Nov 20 - Wed, Nov 27
12:30 pm - 2:25 pmYUL-ORD
2h 55mnonstop
8:35 am - 11:50 amORD-YUL
2h 15mnonstop
$348British Airways
Find Deal
Thu, Nov 28 - Sun, Dec 1
6:00 am - 7:56 amYUL-ORD
2h 56mnonstop
7:20 am - 10:32 amORD-YUL
2h 12mnonstop
$452United Airlines
Find Deal
Wed, Nov 27 - Mon, Dec 2

WestJet flights from Montreal to Chicago

Our best WestJet deals on Montreal to Chicago flight tickets
WestJet
Jan 30
YUL5:15 pmMontreal Pierre Elliott Trudeau Intl
6h 21m
1 stop
ORD10:36 pmChicago O'Hare Intl
Feb 3
ORD4:18 pmChicago O'Hare Intl
6h 18m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Jan 25
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
8h 46m
1 stop
ORD1:46 pmChicago O'Hare Intl
Feb 16
ORD12:30 pmChicago O'Hare Intl
9h 44m
1 stop
YUL11:14 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Feb 18
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
4h 32m
1 stop
ORD10:32 amChicago O'Hare Intl
Feb 25
ORD8:30 amChicago O'Hare Intl
9h 43m
1 stop
YUL7:13 pmMontreal Pierre Elliott Trudeau Intl

Air Canada flights from Montreal to Chicago

Our best Air Canada deals on Montreal to Chicago flight tickets
Air Canada
Nov 27
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
2h 56m
ORD7:56 amChicago O'Hare Intl
Nov 29
ORD2:00 pmChicago O'Hare Intl
6h 48m
1 stop
YUL9:48 pmMontreal Pierre Elliott Trudeau Intl
Air Canada
Nov 28
YUL4:45 pmMontreal Pierre Elliott Trudeau Intl
2h 56m
ORD6:41 pmChicago O'Hare Intl
Dec 1
ORD7:19 amChicago O'Hare Intl
4h 59m
1 stop
YUL1:18 pmMontreal Pierre Elliott Trudeau Intl
Air Canada
Nov 28
YUL8:50 amMontreal Pierre Elliott Trudeau Intl
5h 08m
1 stop
ORD12:58 pmChicago O'Hare Intl
Dec 1
ORD7:19 amChicago O'Hare Intl
4h 59m
1 stop
YUL1:18 pmMontreal Pierre Elliott Trudeau Intl

How to get the cheapest flight ticket from Montreal to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Montreal to Chicago?

February. The cheapest time of year to fly to Chicago from Montreal is February. Most expensive is August

What is the cheapest day to depart Montreal for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Monday

When is the cheapest time to fly from Montreal to Chicago?

In the evening. Montreal to Chicago flights are approximately 24% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago from Montreal?

Porter Airlines. Porter Airlines, Air Canada, and WestJet are the most popular carriers operating from Montreal to Chicago

What is the cheapest Montreal to Chicago flight route?

Montreal Pierre Elliott Trudeau Intl - Chicago Midway. Fly from Montreal Pierre Elliott Trudeau Intl to Chicago Midway for the best Montreal - Chicago flight prices

How far in advance should you book Montreal to Chicago flights?

32 days before. The cheapest time to buy a flight from Montreal to Chicago is approximately 32 days to departure

How many flights depart from Montreal to Chicago on average per day?

17 flights are operational weekly from Montreal to Chicago as of November 2024. The most popular departure time for this route is 6:00AM, with 50% of flights per day taking off in the afternoon.

How many flights depart from Montreal to Chicago on average per week?

As of November 2024, 122 flights take off from Montreal and land in Chicago each week. The most common flight departure day for this route is Sunday, with 17% of weekly flights taking off on this day.

What cabin class options are available on Montreal to Chicago flights?

There are 2 cabin classes available to choose from on Montreal to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Montreal to Chicago flights?

You could potentially save up to 4% on your flight if you consider stops on a Montreal to Chicago flight.

How have Montreal to Chicago flight prices changed over time?

As of November 2024, prices for Montreal to Chicago flights are approximately 2% cheaper when compared to flights at the same time last year.

When to book flights from Montreal to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Montreal to Chicago (YMQ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago

Best Price Found

$141

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is $141. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is $247.
The fastest flight from Montreal to Chicago takes 2h 35m
Direct flights go from Montreal to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Montreal to Chicago by plane?

    Montreal and Chicago are 744.2 mi apart from one another. 2h 35m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Montreal to Chicago?

    Prices for flights from Montreal to Chicago refresh daily.

  • How many operators does momondo search for flights from Montreal to Chicago?

  • How old do you have to be to fly from Montreal to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montreal to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Montreal to Chicago?

  • What is the most popular airline from Montreal to Chicago?


Best airlines flying from Montreal to Chicago

Compare and see reviews for airlines that fly from Montreal to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $218Free CancellationRating
7.4
9,226 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $228Free CancellationRating
7.8
293 reviews
Search Porter Airlines flights
Air CanadaPriceFrom $237Free CancellationRating
7.0
8,123 reviews
Search Air Canada flights
American AirlinesPriceFrom $282Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom $334Free CancellationRating
7.3
2,803 reviews
Search WestJet flights
  • United Airlines Flights From Montreal to Chicago

    United Airlines flight deals from Montreal to Chicago start from $218 round-trip. Over the 35 United Airlines flights for this route in a normal week, average airfare is usually $396 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Montreal to Chicago

    American Airlines (7.2/10 from 10,000 reviews) operates around 2 flights from Montreal to Chicago in any given week. The average American Airlines airfare for this route is around $391, with deals from around $282 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight searches in the last 72 hours.


Why use momondo?

Why should I use momondo to find a flight deal from Montreal to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Montreal.

Can I find flights from Montreal to Chicago with flexible booking policies on momondo?

All flight searches from Montreal to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Montreal to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Montreal.

I’m not ready to book a flight from Montreal to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Montreal are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago