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Cheap flights from Montreal to Chicago from C$ 211

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 11/1. 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.
1:15 p.m. - 8:25 p.m.YUL-ORD
8h 10m1 stop
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 324
Find Deal
Sat, 11 Jan - Sun, 12 Jan
1:15 p.m. - 8:25 p.m.YUL-ORD
8h 10m1 stop
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 341Air Canada
Find Deal
Sat, 11 Jan - Sun, 12 Jan
6:50 a.m. - 12:10 p.m.YUL-MDW
6h 20m1 stop
1:05 p.m. - 6:00 p.m.MDW-YUL
3h 55m1 stop
C$ 347Porter Airlines
Find Deal
Sat, 11 Jan - Sun, 12 Jan
6:45 a.m. - 12:10 p.m.YUL-MDW
6h 25m1 stop
1:05 p.m. - 7:25 p.m.MDW-YUL
5h 20m1 stop
C$ 349Porter Airlines
Find Deal
Sat, 11 Jan - Sun, 12 Jan
7:14 a.m. - 2:09 p.m.YUL-ORD
7h 55m1 stop
10:37 a.m. - 4:55 p.m.ORD-YUL
5h 18m1 stop
C$ 443American Airlines
Find Deal
Sat, 22 Feb - Mon, 24 Feb
4:00 p.m. - 8:08 p.m.YUL-ORD
5h 08m1 stop
8:30 p.m. - 10:05 a.m.ORD-YUL
12h 35m1 stop
C$ 454American Airlines
Find Deal
Wed, 19 Feb - Thu, 27 Feb
1:30 p.m. - 10:43 a.m.YUL-ORD
22h 13m2 stops
2:35 p.m. - 10:29 a.m.ORD-YUL
18h 54m1 stop
C$ 487WestJet
Find Deal
Fri, 10 Jan - Mon, 13 Jan
1:30 p.m. - 9:58 p.m.YUL-ORD
9h 28m2 stops
6:45 a.m. - 11:59 a.m.ORD-YUL
4h 14m1 stop
C$ 490WestJet
Find Deal
Fri, 21 Feb - Sun, 23 Feb
4:10 p.m. - 8:07 p.m.YUL-ORD
4h 57m1 stop
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 610United Airlines
Find Deal
Sat, 11 Jan - Sun, 12 Jan
6:20 p.m. - 7:55 p.m.YUL-ORD
2h 35mdirect
6:00 a.m. - 11:44 a.m.ORD-YUL
4h 44m1 stop
C$ 686United Airlines
Find Deal
Sat, 22 Feb - Sun, 23 Feb
6:50 a.m. - 12:10 p.m.YUL-MDW
6h 20m1 stop
C$ 211Porter Airlines
Find Deal
Sat, 11 Jan
6:50 a.m. - 12:10 p.m.YUL-MDW
6h 20m1 stop
C$ 213Porter Airlines
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Mon, 13 Jan
6:20 p.m. - 7:55 p.m.YUL-ORD
2h 35mdirect
C$ 226Air Canada
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Wed, 15 Jan
2:15 p.m. - 6:38 p.m.YUL-ORD
5h 23m1 stop
C$ 233Air Canada
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Sat, 11 Jan
10:54 a.m. - 9:56 p.m.YUL-ORD
12h 02m1 stop
C$ 247American Airlines
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Sat, 1 Feb
1:30 p.m. - 9:55 p.m.YUL-ORD
9h 25m2 stops
C$ 294WestJet
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Tue, 18 Mar
7:55 a.m. - 6:55 p.m.YUL-ORD
12h 00m2 stops
C$ 373United Airlines
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Wed, 8 Jan
7:13 a.m. - 9:52 p.m.YUL-ORD
15h 39m1 stop
C$ 393American Airlines
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Tue, 31 Dec
10:30 a.m. - 12:09 p.m.YUL-ORD
2h 39mdirect
C$ 411United Airlines
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Sun, 15 Jun
6:45 a.m. - 4:40 p.m.YUL-ORD
10h 55m2 stops
C$ 584WestJet
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Wed, 1 Jan
10:45 a.m. - 4:40 p.m.YUL-MDW
6h 55m1 stop
1:05 p.m. - 6:00 p.m.MDW-YUL
3h 55m1 stop
C$ 693Porter Airlines
Find Deal
Thu, 19 Dec - Wed, 8 Jan
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
1:05 p.m. - 7:25 p.m.MDW-YUL
5h 20m1 stop
C$ 701Porter Airlines
Find Deal
Sat, 21 Dec - Wed, 8 Jan
4:00 p.m. - 8:07 p.m.YUL-ORD
5h 07m1 stop
8:40 p.m. - 10:10 a.m.ORD-YUL
12h 30m1 stop
C$ 781American Airlines
Find Deal
Sat, 21 Dec - Wed, 8 Jan
4:45 p.m. - 6:50 p.m.YUL-ORD
3h 05mdirect
11:35 a.m. - 2:47 p.m.ORD-YUL
2h 12mdirect
C$ 787Air Canada
Find Deal
Sat, 21 Dec - Wed, 8 Jan
10:15 a.m. - 2:51 p.m.YUL-ORD
5h 36m1 stop
11:35 a.m. - 2:47 p.m.ORD-YUL
2h 12mdirect
C$ 794Air Canada
Find Deal
Sat, 21 Dec - Wed, 8 Jan
12:55 p.m. - 4:54 p.m.YUL-ORD
4h 59m1 stop
8:05 a.m. - 4:50 p.m.ORD-YUL
7h 45m2 stops
C$ 834American Airlines
Find Deal
Thu, 19 Dec - Wed, 8 Jan
6:00 a.m. - 8:05 a.m.YUL-ORD
3h 05mdirect
6:30 p.m. - 5:12 p.m.ORD-YUL
21h 42m1 stop
C$ 843United Airlines
Find Deal
Mon, 23 Dec - Mon, 23 Dec
4:10 p.m. - 10:54 p.m.YUL-ORD
7h 44m1 stop
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 950United Airlines
Find Deal
Sun, 22 Dec - Mon, 23 Dec
6:10 p.m. - 11:26 a.m.YUL-ORD
18h 16m1 stop
11:50 a.m. - 12:30 p.m.ORD-YUL
23h 40m2 stops
C$ 1,005WestJet
Find Deal
Sat, 21 Dec - Wed, 8 Jan
1:00 p.m. - 4:40 p.m.YUL-ORD
4h 40m1 stop
5:30 p.m. - 11:09 p.m.ORD-YUL
4h 39m1 stop
C$ 1,047WestJet
Find Deal
Mon, 23 Dec - Fri, 27 Dec
6:00 a.m. - 8:05 a.m.YUL-ORD
3h 05mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 376Air Canada
Find Deal
Sat, 11 Jan - Sun, 12 Jan
4:45 p.m. - 6:50 p.m.YUL-ORD
3h 05mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 404Air Canada
Find Deal
Sat, 11 Jan - Sun, 12 Jan
4:45 p.m. - 6:50 p.m.YUL-ORD
3h 05mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 407Air Canada
Find Deal
Sat, 11 Jan - Thu, 23 Jan
6:20 p.m. - 7:55 p.m.YUL-ORD
2h 35mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 411Air Canada
Find Deal
Sat, 1 Feb - Mon, 24 Feb
4:45 p.m. - 6:50 p.m.YUL-ORD
3h 05mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 438Air Canada
Find Deal
Sat, 11 Jan - Mon, 13 Jan
6:20 p.m. - 7:55 p.m.YUL-ORD
2h 35mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 440Air Canada
Find Deal
Fri, 17 Jan - Sun, 19 Jan
6:00 a.m. - 8:05 a.m.YUL-ORD
3h 05mdirect
11:35 a.m. - 2:47 p.m.ORD-YUL
2h 12mdirect
C$ 561
Find Deal
Wed, 8 Jan - Wed, 8 Jan
4:30 p.m. - 6:21 p.m.YUL-ORD
2h 51mdirect
7:15 a.m. - 10:40 a.m.ORD-YUL
2h 25mdirect
C$ 753United Airlines
Find Deal
Thu, 22 May - Sun, 25 May
6:00 a.m. - 8:05 a.m.YUL-ORD
3h 05mdirect
2:01 p.m. - 5:19 p.m.ORD-YUL
2h 18mdirect
C$ 1,068United Airlines
Find Deal
Sun, 12 Jan - Fri, 17 Jan
6:00 a.m. - 8:05 a.m.YUL-ORD
3h 05mdirect
7:20 a.m. - 10:32 a.m.ORD-YUL
2h 12mdirect
C$ 1,084United Airlines
Find Deal
Sat, 28 Dec - Mon, 13 Jan

Air Canada flights from Montreal to Chicago

Our best Air Canada deals on Montreal to Chicago flight tickets
Air Canada
11 Jan
YUL1:15 p.m.Montreal Pierre Elliott Trudeau Intl
8h 10m
1 stop
ORD8:25 p.m.Chicago O'Hare Intl
12 Jan
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl
Air Canada
11 Jan
YUL1:15 p.m.Montreal Pierre Elliott Trudeau Intl
8h 10m
1 stop
ORD8:25 p.m.Chicago O'Hare Intl
12 Jan
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl
Air Canada
11 Jan
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
3h 05m
ORD8:05 a.m.Chicago O'Hare Intl
12 Jan
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
11 Jan
YUL4:10 p.m.Montreal Pierre Elliott Trudeau Intl
4h 57m
1 stop
ORD8:07 p.m.Chicago O'Hare Intl
12 Jan
ORD7:20 a.m.Chicago O'Hare Intl
2h 12m
YUL10:32 a.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
22 Feb
YUL6:20 p.m.Montreal Pierre Elliott Trudeau Intl
2h 35m
ORD7:55 p.m.Chicago O'Hare Intl
23 Feb
ORD6:00 a.m.Chicago O'Hare Intl
4h 44m
1 stop
YUL11:44 a.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
23 Dec
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
3h 05m
ORD8:05 a.m.Chicago O'Hare Intl
23 Dec
ORD6:30 p.m.Chicago O'Hare Intl
21h 42m
1 stop
YUL5:12 p.m.Montreal Pierre Elliott Trudeau Intl

See travel insights to Chicago from

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 typical price of a round-trip flight between Montreal and Chicago?

What is the cheapest month to fly to Chicago?

The month of March is another great option to travel to Chicago, with average flight prices from Montreal averaging around C$ 433.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as C$ 437. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 547. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Montreal to Chicago when you can find flight prices for as low as C$ 440. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 601 per ticket.

What is the cheapest Montreal to Chicago flight route?

Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Montreal is 36 days out, which is when prices tend to be around C$ 563. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 536.

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

There are 4 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 6% 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 December 2024, prices for Montreal to Chicago flights are approximately 10% more expensive 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$ 211

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 C$ 211. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is C$ 324.
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?

    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$ 321Free CancellationRating
7.9
283 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 367Free CancellationRating
7.0
8,382 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 368Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
DeltaPriceFrom C$ 370Free CancellationRating
8.0
8,604 reviews
Search Delta flights
American AirlinesPriceFrom C$ 392Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
WestJetPriceFrom C$ 456Free CancellationRating
7.2
2,818 reviews
Search WestJet flights
  • United Airlines Flights From Montreal to Chicago

    United Airlines flies from Montreal to Chicago around 27 times per week, with 9,059 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.

  • Air Canada Flights From Montreal to Chicago

    Air Canada (7.0/10 from 8,382 reviews) operates around 15 flights from Montreal to Chicago in any given week. The average Air Canada airfare for this route is around C$ 417, with deals from around C$ 257 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