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Cheap flights from Montreal to Chicago from C$ 196

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 9/12. 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.
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
12:05 p.m. - 7:20 p.m.MDW-YUL
6h 15m1 stop
C$ 356Porter Airlines
Find Deal
Fri, 6 Dec - Mon, 6 Jan
6:50 a.m. - 11:10 a.m.YUL-MDW
5h 20m1 stop
11:15 a.m. - 4:45 p.m.MDW-YUL
4h 30m1 stop
C$ 357Porter Airlines
Find Deal
Wed, 4 Dec - Tue, 10 Dec
6:00 a.m. - 10:05 a.m.YUL-ORD
5h 05m1 stop
2:00 p.m. - 9:48 p.m.ORD-YUL
6h 48m1 stop
C$ 390Air Canada
Find Deal
Tue, 3 Dec - Wed, 4 Dec
6:00 a.m. - 7:56 a.m.YUL-ORD
2h 56mdirect
2:00 p.m. - 9:48 p.m.ORD-YUL
6h 48m1 stop
C$ 398Air Canada
Find Deal
Fri, 29 Nov - Wed, 4 Dec
7:30 a.m. - 5:09 p.m.YUL-ORD
10h 39m1 stop
6:31 a.m. - 12:22 p.m.ORD-YUL
4h 51m1 stop
C$ 407American Airlines
Find Deal
Sat, 7 Dec - Tue, 10 Dec
7:30 a.m. - 12:25 p.m.YUL-ORD
5h 55m1 stop
12:15 p.m. - 10:36 p.m.ORD-YUL
9h 21m1 stop
C$ 408American Airlines
Find Deal
Wed, 4 Dec - Fri, 6 Dec
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
11:35 a.m. - 2:47 p.m.ORD-YUL
2h 12mdirect
C$ 411United Airlines
Find Deal
Wed, 27 Nov - Sat, 30 Nov
8:05 a.m. - 4:56 p.m.YUL-ORD
9h 51m1 stop
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 416United Airlines
Find Deal
Thu, 28 Nov - Sun, 1 Dec
7:00 a.m. - 10:32 a.m.YUL-ORD
4h 32m1 stop
5:45 p.m. - 11:14 p.m.ORD-YUL
4h 29m1 stop
C$ 440WestJet
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Sun, 23 Feb - Wed, 26 Feb
6:09 p.m. - 10:46 a.m.YUL-ORD
17h 37m1 stop
7:05 a.m. - 11:58 a.m.ORD-YUL
3h 53m1 stop
C$ 443WestJet
Find Deal
Fri, 6 Dec - Sun, 8 Dec
3:55 p.m. - 9:37 a.m.YUL-ORD
18h 42m1 stop
C$ 196
Find Deal
Mon, 9 Dec
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
C$ 220Porter Airlines
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Fri, 6 Dec
7:00 a.m. - 11:59 a.m.YUL-ORD
5h 59m1 stop
C$ 223Air Canada
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Wed, 4 Dec
7:30 a.m. - 12:20 p.m.YUL-ORD
5h 50m1 stop
C$ 236American Airlines
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Tue, 10 Dec
7:00 a.m. - 4:20 p.m.YUL-ORD
10h 20m1 stop
C$ 264WestJet
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Thu, 13 Feb
5:15 p.m. - 10:36 p.m.YUL-ORD
6h 21m1 stop
C$ 265WestJet
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Mon, 13 Jan
6:00 a.m. - 7:56 a.m.YUL-ORD
2h 56mdirect
C$ 304United Airlines
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Wed, 4 Dec
6:00 a.m. - 7:56 a.m.YUL-ORD
2h 56mdirect
C$ 311Air Canada
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Sat, 23 Nov
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
C$ 317United Airlines
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Sun, 24 Nov
12:30 p.m. - 2:25 p.m.YUL-ORD
2h 55mdirect
C$ 400American Airlines
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Tue, 19 Nov
9:20 a.m. - 6:41 p.m.YUL-ORD
10h 21m1 stop
5:00 a.m. - 5:35 p.m.ORD-YUL
11h 35m1 stop
C$ 679
Find Deal
Tue, 19 Nov - Fri, 22 Nov
3:55 p.m. - 3:16 p.m.YUL-ORD
24h 21m1 stop
5:00 a.m. - 5:35 p.m.ORD-YUL
11h 35m1 stop
C$ 718
Find Deal
Mon, 18 Nov - Fri, 22 Nov
6:10 p.m. - 8:03 a.m.YUL-ORD
14h 53m1 stop
3:35 p.m. - 6:47 p.m.ORD-YUL
2h 12mdirect
C$ 831United Airlines
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Sat, 16 Nov - Sun, 17 Nov
6:30 p.m. - 8:03 a.m.YUL-ORD
14h 33m2 stops
3:35 p.m. - 6:47 p.m.ORD-YUL
2h 12mdirect
C$ 840United Airlines
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Sat, 16 Nov - Sun, 17 Nov
10:00 a.m. - 4:40 p.m.YUL-MDW
7h 40m1 stop
5:35 p.m. - 10:30 p.m.MDW-YUL
3h 55m1 stop
C$ 850Porter Airlines
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Fri, 15 Nov - Sun, 24 Nov
2:20 p.m. - 8:40 a.m.YUL-ORD
19h 20m1 stop
8:35 a.m. - 11:45 a.m.ORD-YUL
2h 10mdirect
C$ 1,028American Airlines
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Fri, 15 Nov - Tue, 19 Nov
8:15 a.m. - 2:51 p.m.YUL-ORD
7h 36m1 stop
8:25 p.m. - 1:53 a.m.ORD-YUL
4h 28m1 stop
C$ 1,131Air Canada
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Tue, 19 Nov - Sat, 23 Nov
4:45 p.m. - 6:41 p.m.YUL-ORD
2h 56mdirect
8:25 p.m. - 1:53 a.m.ORD-YUL
4h 28m1 stop
C$ 1,150Air Canada
Find Deal
Fri, 15 Nov - Mon, 18 Nov
12:30 p.m. - 2:25 p.m.YUL-ORD
2h 55mdirect
6:55 p.m. - 10:10 a.m.ORD-YUL
14h 15m1 stop
C$ 1,325American Airlines
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Mon, 18 Nov - Fri, 22 Nov
6:50 a.m. - 12:00 p.m.YUL-MDW
6h 10m1 stop
5:35 p.m. - 10:30 p.m.MDW-YUL
3h 55m1 stop
C$ 1,416Porter Airlines
Find Deal
Sat, 16 Nov - Sun, 17 Nov
4:45 p.m. - 6:41 p.m.YUL-ORD
2h 56mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 402Lufthansa
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Thu, 28 Nov - Sun, 1 Dec
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
11:35 a.m. - 2:47 p.m.ORD-YUL
2h 12mdirect
C$ 411United Airlines
Find Deal
Wed, 27 Nov - Sat, 30 Nov
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 453Air Canada
Find Deal
Thu, 28 Nov - Sun, 1 Dec
1:10 p.m. - 2:45 p.m.YUL-ORD
2h 35mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 454Air Canada
Find Deal
Mon, 25 Nov - Thu, 28 Nov
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 467Lufthansa
Find Deal
Thu, 28 Nov - Sun, 1 Dec
12:30 p.m. - 2:25 p.m.YUL-ORD
2h 55mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 470
Find Deal
Thu, 28 Nov - Sun, 1 Dec
6:00 a.m. - 7:56 a.m.YUL-ORD
2h 56mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 479Air Canada
Find Deal
Fri, 29 Nov - Mon, 2 Dec
9:15 a.m. - 10:54 a.m.YUL-ORD
2h 39mdirect
3:35 p.m. - 6:47 p.m.ORD-YUL
2h 12mdirect
C$ 610
Find Deal
Wed, 5 Feb - Fri, 21 Feb
12:30 p.m. - 2:10 p.m.YUL-ORD
2h 40mdirect
8:10 a.m. - 11:35 a.m.ORD-YUL
2h 25mdirect
C$ 739American Airlines
Find Deal
Sat, 3 May - Wed, 7 May
12:30 p.m. - 2:10 p.m.YUL-ORD
2h 40mdirect
8:10 a.m. - 11:35 a.m.ORD-YUL
2h 25mdirect
C$ 744American Airlines
Find Deal
Fri, 25 Apr - Fri, 2 May

Lufthansa flights from Montreal to Chicago

Our best Lufthansa deals on Montreal to Chicago flight tickets
Lufthansa
28 Nov
YUL4:45 p.m.Montreal Pierre Elliott Trudeau Intl
2h 56m
ORD6:41 p.m.Chicago O'Hare Intl
1 Dec
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl
Lufthansa
28 Nov
YUL9:15 a.m.Montreal Pierre Elliott Trudeau Intl
2h 39m
ORD10:54 a.m.Chicago O'Hare Intl
1 Dec
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl
Lufthansa
28 Nov
YUL8:25 a.m.Montreal Pierre Elliott Trudeau Intl
6h 48m
1 stop
ORD2:13 p.m.Chicago O'Hare Intl
1 Dec
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl

United Airlines flights from Montreal to Chicago

Our best United Airlines deals on Montreal to Chicago flight tickets
United Airlines
27 Nov
YUL9:15 a.m.Montreal Pierre Elliott Trudeau Intl
2h 39m
ORD10:54 a.m.Chicago O'Hare Intl
30 Nov
ORD11:35 a.m.Chicago O'Hare Intl
2h 12m
YUL2:47 p.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
28 Nov
YUL8:05 a.m.Montreal Pierre Elliott Trudeau Intl
9h 51m
1 stop
ORD4:56 p.m.Chicago O'Hare Intl
1 Dec
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
27 Nov
YUL8:05 a.m.Montreal Pierre Elliott Trudeau Intl
14h 06m
1 stop
ORD9:11 p.m.Chicago O'Hare Intl
30 Nov
ORD11:35 a.m.Chicago O'Hare Intl
2h 12m
YUL2:47 p.m.Montreal 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. The most expensive is November.

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 Sunday

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

In the afternoon. Montreal to Chicago flights are approximately 26% more expensive at noon than in the afternoon

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

United Airlines. United Airlines, Porter Airlines, and Delta 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?

As of November 2024, 18 flights take off from Montreal and land in Chicago each day. The most common flight departure time for this route is 6:00a.m., with 51% of daily flights taking off in the afternoon.

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

As of November 2024, 126 flights take off from Montreal and land in Chicago each week. The most common flight departure day for this route is Wednesday, with 17% of weekly flights taking off on this day.

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

There are 3 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 35% 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

C$ 196

Fastest flight time

2h 31m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is C$ 196. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is C$ 356.
The fastest flight from Montreal to Chicago takes 2h 31m
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?

    There are 1197.7 km between Montreal and Chicago. 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 were last updated today.

  • 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 that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check 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
Porter AirlinesPriceFrom C$ 313Free CancellationRating
7.7
288 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 345Free CancellationRating
7.0
8,198 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 361Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
DeltaPriceFrom C$ 363Free CancellationRating
8.0
8,788 reviews
Search Delta flights
American AirlinesPriceFrom C$ 385Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 447Free CancellationRating
7.3
2,804 reviews
Search WestJet flights
  • United Airlines Flights From Montreal to Chicago

    United Airlines flies from Montreal to Chicago around 34 times per week, with 9,194 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Montreal to Chicago in the last 72 hours was C$ 258 (round-trip), much lower than the average airfare cost of C$ 291 for United Airlines flights on this route.

  • American Airlines Flights From Montreal to Chicago

    American Airlines (7.2/10 from 10,000 reviews) operates around 6 flights from Montreal to Chicago in any given week. The average American Airlines airfare for this route is around C$ 363, with deals from around C$ 275 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?

It is quick and easy to find Montreal to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. All flights to Chicago from Montreal on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Chicago from Montreal. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago