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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 195

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 Pierre Elliott Trudeau Intl Airport to Chicago departing on 30/10. 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 Pierre Elliott Trudeau Intl Airport to Chicago

Cheap round-trip flights

Porter Airlines Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
Porter Airlines Logo
9:35 a.m. - 4:00 p.m.MDW-YUL
5h 25m1 stop
C$ 322Porter Airlines
Find Deal
Fri, 17 Oct - Mon, 20 Oct
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.YUL-MDW
4h 20m1 stop
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.MDW-YUL
5h 30m1 stop
C$ 323Porter Airlines
Find Deal
Thu, 30 Oct - Thu, 6 Nov
Air Canada Logo
6:15 p.m. - 8:00 p.m.YUL-ORD
2h 45mdirect
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 344Air Canada
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Air Canada Logo
6:15 p.m. - 8:00 p.m.YUL-ORD
2h 45mdirect
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 351Air Canada
Find Deal
Sat, 1 Nov - Fri, 7 Nov
United Airlines Logo
6:00 a.m. - 8:00 a.m.YUL-ORD
3h 00mdirect
United Airlines Logo
10:38 a.m. - 2:00 p.m.ORD-YUL
2h 22mdirect
C$ 358United Airlines
Find Deal
Fri, 21 Nov - Fri, 28 Nov
United Airlines Logo
4:55 p.m. - 6:41 p.m.YUL-ORD
2h 46mdirect
United Airlines Logo
2:08 p.m. - 5:26 p.m.ORD-YUL
2h 18mdirect
C$ 362United Airlines
Find Deal
Thu, 9 Oct - Sun, 12 Oct
Multiple Airlines Logo
4:45 p.m. - 6:45 p.m.YUL-ORD
3h 00mdirect
Multiple Airlines Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 363Multiple Airlines
Find Deal
Sat, 22 Nov - Fri, 28 Nov
Multiple Airlines Logo
6:00 a.m. - 8:00 a.m.YUL-ORD
3h 00mdirect
Multiple Airlines Logo
3:55 p.m. - 11:52 p.m.ORD-YUL
6h 57m1 stop
C$ 380Multiple Airlines
Find Deal
Sat, 22 Nov - Fri, 28 Nov
American Airlines Logo
3:52 p.m. - 5:52 p.m.YUL-ORD
3h 00mdirect
American Airlines Logo
6:35 p.m. - 1:46 p.m.ORD-YUL
18h 11m1 stop
C$ 404American Airlines
Find Deal
Fri, 7 Nov - Mon, 10 Nov
American Airlines Logo
3:52 p.m. - 5:52 p.m.YUL-ORD
3h 00mdirect
American Airlines Logo
6:35 p.m. - 1:46 p.m.ORD-YUL
18h 11m1 stop
C$ 417American Airlines
Find Deal
Fri, 7 Nov - Mon, 10 Nov

Air Canada flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Our best Air Canada deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight tickets
Air Canada
31 Oct
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 p.m.Chicago O'Hare Intl
7 Nov
ORD12:50 p.m.Chicago O'Hare Intl
2h 07m
YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 344
Find similar
Air Canada
1 Nov
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 p.m.Chicago O'Hare Intl
7 Nov
ORD12:50 p.m.Chicago O'Hare Intl
2h 07m
YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 351
Find similar
Air Canada
16 Oct
YUL8:20 a.m.Montreal Pierre Elliott Trudeau Intl
2h 31m
ORD9:51 a.m.Chicago O'Hare Intl
19 Oct
ORD8:40 a.m.Chicago O'Hare Intl
2h 14m
YUL11:54 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 352
Find similar

United Airlines flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Our best United Airlines deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight tickets
United Airlines
21 Nov
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD8:00 a.m.Chicago O'Hare Intl
28 Nov
ORD10:38 a.m.Chicago O'Hare Intl
2h 22m
YUL2:00 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 358
Find similar
United Airlines
9 Oct
YUL4:55 p.m.Montreal Pierre Elliott Trudeau Intl
2h 46m
ORD6:41 p.m.Chicago O'Hare Intl
12 Oct
ORD2:08 p.m.Chicago O'Hare Intl
2h 18m
YUL5:26 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 362
Find similar
United Airlines
9 Oct
YUL4:55 p.m.Montreal Pierre Elliott Trudeau Intl
2h 46m
ORD6:41 p.m.Chicago O'Hare Intl
12 Oct
ORD8:50 a.m.Chicago O'Hare Intl
5h 10m
1 stop
YUL3:00 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 369
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 17 September 2025.
Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 17/10

1:10 p.m.-4:24 p.m.

1 stop4h 14m

Chicago Midway

Mon 20/10

9:35 a.m.-4:00 p.m.

1 stop5h 25m

C$ 322

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 30/10

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Thu 6/11

4:15 p.m.-10:45 p.m.

1 stop5h 30m

C$ 323

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 31/10

6:15 p.m.-8:00 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Fri 7/11

12:50 p.m.-3:57 p.m.

Nonstop2h 07m

C$ 344

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 1/11

6:15 p.m.-8:00 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Fri 7/11

12:50 p.m.-3:57 p.m.

Nonstop2h 07m

C$ 351

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 21/11

6:00 a.m.-8:00 a.m.

Nonstop3h 00m

Chicago O'Hare Intl

Fri 28/11

10:38 a.m.-2:00 p.m.

Nonstop2h 22m

C$ 358

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/10

4:55 p.m.-6:41 p.m.

Nonstop2h 46m

Chicago O'Hare Intl

Sun 12/10

2:08 p.m.-5:26 p.m.

Nonstop2h 18m

C$ 362

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 22/11

4:45 p.m.-6:45 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Fri 28/11

12:50 p.m.-3:57 p.m.

Nonstop2h 07m

C$ 363

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 22/11

6:00 a.m.-8:00 a.m.

Nonstop3h 00m

Chicago O'Hare Intl

Fri 28/11

3:55 p.m.-11:52 p.m.

1 stop6h 57m

C$ 380

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/11

3:52 p.m.-5:52 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Mon 10/11

6:35 p.m.-1:46 p.m.

1 stop18h 11m

C$ 404

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/11

3:52 p.m.-5:52 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Mon 10/11

6:35 p.m.-1:46 p.m.

1 stop18h 11m

C$ 417

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Montreal Pierre Elliott Trudeau Intl Airport 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 Pierre Elliott Trudeau Intl Airport and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is another great option to travel to Chicago, with average flight prices from Montreal Pierre Elliott Trudeau Intl Airport averaging around C$ 429.

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 Friday when prices can be found for as low as C$ 749. 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 Monday because tickets tend to average around C$ 988. 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 Pierre Elliott Trudeau Intl Airport to Chicago when you can find flight prices for as low as C$ 763. 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$ 1,004 per ticket.

What is the cheapest Montreal Pierre Elliott Trudeau Intl to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 525 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport for as low as C$ 289 on momondo.

What cabin class options are available on Montreal Pierre Elliott Trudeau Intl to Chicago flights?

There are 4 cabin classes available to choose from on Montreal Pierre Elliott Trudeau Intl 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 Pierre Elliott Trudeau Intl Airport to Chicago flights?

You could potentially save up to 12% on your flight if you consider stops on a Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight.

How have Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight prices changed over time?

As of September 2025, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights are approximately 18% cheaper when compared to flights at the same time last year.

When to book flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

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

Cheap Montreal Pierre Elliott Trudeau Intl Airport to Chicago (YUL to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Best price found

C$ 448

Fastest flight time

2h 31m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Montreal Pierre Elliott Trudeau Intl Airport in the past 72 hours is C$ 448. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo in the last 72 hours is C$ 518.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago takes 2h 31m
Direct flights go from Montreal Pierre Elliott Trudeau Intl Airport to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Montreal Pierre Elliott Trudeau Intl to Chicago by plane?

    Chicago is 1182.6 km away from Montreal Pierre Elliott Trudeau Intl. By plane, this route typically takes 2h 31m.

  • When did momondo last update prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

  • How old do you have to be to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montreal Pierre Elliott Trudeau Intl Airport to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

  • What is the most popular airline from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Best airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Compare and see reviews for airlines that fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom C$ 177Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Porter AirlinesPriceFrom C$ 202Free CancellationRating
7.9
365 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 258Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 355Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
WestJetPriceFrom C$ 450Free CancellationRating
7.2
3,095 reviews
Search WestJet flights

  • United Airlines Flights From Montreal Pierre Elliott Trudeau Intl Airport to Chicago

    United Airlines is one of the most popular airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, operating 41 flights/week on average for this route. A good United Airlines flight deal for Montreal Pierre Elliott Trudeau Intl Airport to Chicago starts from C$ 258 round-trip, up to an average price of C$ 354. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Montreal Pierre Elliott Trudeau Intl Airport to Chicago

    American Airlines is also a popular choice for this route. American Airlines flight deals for Montreal Pierre Elliott Trudeau Intl Airport to Chicago start from as low as C$ 128 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around C$ 299. American Airlines operates 14 flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport in an average week. Users have rated it 7.2/10 across 10,000 reviews.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Munster
Hammond
Merrillville

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Montreal to Chicago. momondo saves you time and could save you money on your trip.

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 helps you find the best flight between Montreal and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Montreal to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport