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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 233

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 16/1. 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 Pierre Elliott Trudeau Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m1 stop
C$ 264Porter Airlines
Fri, 13 Feb - Mon, 16 Feb
American Airlines Logo
7:30 a.m. - 8:15 p.m.
YUL
-
ORD
13h 45m1 stop
American Airlines Logo
7:56 p.m. - 1:45 p.m.
ORD
-
YUL
16h 49m1 stop
C$ 265American Airlines
Mon, 2 Feb - Sat, 7 Feb
Air Canada Logo
6:25 p.m. - 8:10 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
7:15 a.m. - 10:20 a.m.
ORD
-
YUL
2h 05mdirect
C$ 270Air Canada
Fri, 13 Feb - Mon, 16 Feb
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m1 stop
C$ 270Porter Airlines
Thu, 19 Feb - Mon, 23 Feb
American Airlines Logo
3:55 p.m. - 5:55 p.m.
YUL
-
ORD
3h 00mdirect
American Airlines Logo
1:53 p.m. - 10:44 p.m.
ORD
-
YUL
7h 51m1 stop
C$ 277American Airlines
Fri, 13 Feb - Mon, 16 Feb
American Airlines Logo
7:00 a.m. - 1:22 p.m.
YUL
-
ORD
7h 22m1 stop
American Airlines Logo
6:05 a.m. - 1:45 p.m.
ORD
-
YUL
6h 40m1 stop
C$ 279American Airlines
Thu, 5 Feb - Sun, 8 Feb
KLM Logo
6:00 a.m. - 9:41 a.m.
YUL
-
ORD
4h 41m1 stop
KLM Logo
6:15 a.m. - 1:42 p.m.
ORD
-
YUL
6h 27m1 stop
C$ 290KLM
Thu, 5 Feb - Sun, 8 Feb
Air Canada Logo
6:00 a.m. - 9:41 a.m.
YUL
-
ORD
4h 41m1 stop
Air Canada Logo
12:50 p.m. - 4:01 p.m.
ORD
-
YUL
2h 11mdirect
C$ 294Air Canada
Thu, 5 Feb - Sun, 8 Feb
Delta Logo
2:40 p.m. - 9:30 p.m.
YUL
-
ORD
7h 50m1 stop
Delta Logo
6:15 a.m. - 1:40 p.m.
ORD
-
YUL
6h 25m1 stop
C$ 297Delta
Sat, 14 Feb - Tue, 17 Feb
Delta Logo
7:00 a.m. - 3:21 p.m.
YUL
-
MDW
9h 21m1 stop
Delta Logo
10:49 a.m. - 4:53 p.m.
MDW
-
YUL
5h 04m1 stop
C$ 297Delta
Sat, 14 Feb - Tue, 17 Feb

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

Our best American Airlines deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight tickets
American Airlines
2 Feb
YUL7:30 a.m.Montreal Pierre Elliott Trudeau Intl
13h 45m
1 stop
ORD8:15 p.m.Chicago O'Hare Intl
7 Feb
ORD7:56 p.m.Chicago O'Hare Intl
16h 49m
1 stop
YUL1:45 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 265
Find similar
American Airlines
13 Feb
YUL3:55 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:55 p.m.Chicago O'Hare Intl
16 Feb
ORD8:10 a.m.Chicago O'Hare Intl
13h 34m
1 stop
YUL10:44 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 277
Find similar
American Airlines
5 Feb
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 22m
1 stop
ORD1:22 p.m.Chicago O'Hare Intl
8 Feb
ORD6:05 a.m.Chicago O'Hare Intl
6h 40m
1 stop
YUL1:45 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 279
Find similar

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
14 Feb
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 p.m.Chicago O'Hare Intl
15 Feb
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 270
Find similar
Air Canada
5 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 41m
1 stop
ORD9:41 a.m.Chicago O'Hare Intl
8 Feb
ORD12:50 p.m.Chicago O'Hare Intl
2h 11m
YUL4:01 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 294
Find similar
Air Canada
28 Jan
YUL6:25 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:10 p.m.Chicago O'Hare Intl
2 Feb
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 312
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 22 December 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 13/2

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

1 stop4h 20m

Chicago Midway

Mon 16/2

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 264

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

7:30 a.m.-8:15 p.m.

1 stop13h 45m

Chicago O'Hare Intl

Sat 7/2

7:56 p.m.-1:45 p.m.

1 stop16h 49m

C$ 265

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 13/2

6:25 p.m.-8:10 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Mon 16/2

7:15 a.m.-10:20 a.m.

Nonstop2h 05m

C$ 270

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 19/2

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

1 stop4h 20m

Chicago Midway

Mon 23/2

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 270

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 13/2

3:55 p.m.-5:55 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Mon 16/2

1:53 p.m.-10:44 p.m.

1 stop7h 51m

C$ 277

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

7:00 a.m.-1:22 p.m.

1 stop7h 22m

Chicago O'Hare Intl

Sun 8/2

6:05 a.m.-1:45 p.m.

1 stop6h 40m

C$ 279

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

6:00 a.m.-9:41 a.m.

1 stop4h 41m

Chicago O'Hare Intl

Sun 8/2

6:15 a.m.-1:42 p.m.

1 stop6h 27m

C$ 290

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

6:00 a.m.-9:41 a.m.

1 stop4h 41m

Chicago O'Hare Intl

Sun 8/2

12:50 p.m.-4:01 p.m.

Nonstop2h 11m

C$ 294

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 14/2

2:40 p.m.-9:30 p.m.

1 stop7h 50m

Chicago O'Hare Intl

Tue 17/2

6:15 a.m.-1:40 p.m.

1 stop6h 25m

C$ 297

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 14/2

7:00 a.m.-3:21 p.m.

1 stop9h 21m

Chicago Midway

Tue 17/2

10:49 a.m.-4:53 p.m.

1 stop5h 04m

C$ 297

Flights are sorted by cheapest round-trip flights 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 May is another great option to travel to Chicago, with average flight prices from Montreal Pierre Elliott Trudeau Intl Airport averaging around C$ 390.

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 Thursday when prices can be found for as low as C$ 707. 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$ 955. 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$ 735. 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$ 1,094 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$ 488 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$ 319 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 19% 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 December 2025, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights are approximately 31% more expensive 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$ 284

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Montreal Pierre Elliott Trudeau Intl Airport in the past 72 hours is C$ 284. 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$ 642.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago takes 2h 35m
Direct flights go from Montreal Pierre Elliott Trudeau Intl Airport to Chicago every day.
There are 3 airports in Chicago. From Montreal Pierre Elliott Trudeau Intl Airport there are direct flights to 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 35m.

  • 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
Porter AirlinesPriceFrom C$ 196Free CancellationRating
8.0
399 reviews
Search Porter Airlines flights
American AirlinesPriceFrom C$ 203Free CancellationRating
7.2
11,053 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 257Free CancellationRating
7.1
10,552 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 265Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights

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

    Porter Airlines is one of the most popular airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, operating 5 flights/week on average for this route. A good Porter Airlines flight deal for Montreal Pierre Elliott Trudeau Intl Airport to Chicago starts from C$ 196 round-trip, up to an average price of C$ 520. Our users have rated Porter Airlines at 8.0/10.

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

    United Airlines is also a popular choice for this route. United Airlines flight deals for Montreal Pierre Elliott Trudeau Intl Airport to Chicago start from as low as C$ 265 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around C$ 495. United Airlines operates 34 flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport in an average week. Users have rated it 7.4/10 across 9,102 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