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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $169

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 1/16. 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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0 bags

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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 am - 10:05 am
YUL
-
MDW
4h 20m1 stop
Porter Airlines Logo
4:15 pm - 10:45 pm
MDW
-
YUL
5h 30m1 stop
$191Porter Airlines
Sun, Feb 15 - Sun, Feb 15
American Airlines Logo
7:30 am - 8:15 pm
YUL
-
ORD
13h 45m1 stop
American Airlines Logo
7:56 pm - 1:45 pm
ORD
-
YUL
16h 49m1 stop
$192American Airlines
Mon, Feb 2 - Sat, Feb 7
Air Canada Logo
1:10 pm - 2:55 pm
YUL
-
ORD
2h 45mnonstop
Air Canada Logo
7:15 am - 10:20 am
ORD
-
YUL
2h 05mnonstop
$196Air Canada
Sat, Feb 14 - Sun, Feb 15
Porter Airlines Logo
6:45 am - 10:05 am
YUL
-
MDW
4h 20m1 stop
Porter Airlines Logo
12:45 pm - 6:45 pm
MDW
-
YUL
5h 00m1 stop
$196Porter Airlines
Thu, Feb 19 - Sat, Feb 21
American Airlines Logo
3:55 pm - 5:55 pm
YUL
-
ORD
3h 00mnonstop
American Airlines Logo
8:10 am - 10:44 pm
ORD
-
YUL
13h 34m1 stop
$201American Airlines
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
7:00 am - 1:22 pm
YUL
-
ORD
7h 22m1 stop
American Airlines Logo
6:05 am - 1:45 pm
ORD
-
YUL
6h 40m1 stop
$202American Airlines
Thu, Feb 5 - Sun, Feb 8
KLM Logo
6:00 am - 9:41 am
YUL
-
ORD
4h 41m1 stop
KLM Logo
6:15 am - 1:42 pm
ORD
-
YUL
6h 27m1 stop
$210KLM
Thu, Feb 5 - Sun, Feb 8
Air Canada Logo
6:00 am - 9:41 am
YUL
-
ORD
4h 41m1 stop
Air Canada Logo
12:50 pm - 4:01 pm
ORD
-
YUL
2h 11mnonstop
$213Air Canada
Thu, Feb 5 - Sun, Feb 8
Delta Logo
6:00 am - 9:41 am
YUL
-
ORD
4h 41m1 stop
Delta Logo
2:05 pm - 11:10 pm
ORD
-
YUL
8h 05m1 stop
$215Delta
Sat, Feb 14 - Sun, Feb 15
Delta Logo
6:00 am - 12:46 pm
YUL
-
MDW
7h 46m1 stop
Delta Logo
6:20 pm - 11:26 pm
MDW
-
YUL
4h 06m1 stop
$215Delta
Sat, Feb 14 - Mon, Feb 16

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
Feb 2
YUL7:30 amMontreal Pierre Elliott Trudeau Intl
13h 45m
1 stop
ORD8:15 pmChicago O'Hare Intl
Feb 7
ORD7:56 pmChicago O'Hare Intl
16h 49m
1 stop
YUL1:45 pmMontreal Pierre Elliott Trudeau Intl
$192
Find similar
American Airlines
Feb 13
YUL3:55 pmMontreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:55 pmChicago O'Hare Intl
Feb 16
ORD8:10 amChicago O'Hare Intl
13h 34m
1 stop
YUL10:44 pmMontreal Pierre Elliott Trudeau Intl
$201
Find similar
American Airlines
Feb 5
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
7h 22m
1 stop
ORD1:22 pmChicago O'Hare Intl
Feb 8
ORD6:05 amChicago O'Hare Intl
6h 40m
1 stop
YUL1:45 pmMontreal Pierre Elliott Trudeau Intl
$202
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
Feb 14
YUL1:10 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 pmChicago O'Hare Intl
Feb 15
ORD7:15 amChicago O'Hare Intl
2h 05m
YUL10:20 amMontreal Pierre Elliott Trudeau Intl
$196
Find similar
Air Canada
Feb 5
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 41m
1 stop
ORD9:41 amChicago O'Hare Intl
Feb 8
ORD12:50 pmChicago O'Hare Intl
2h 11m
YUL4:01 pmMontreal Pierre Elliott Trudeau Intl
$213
Find similar
Air Canada
Jan 28
YUL6:25 pmMontreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:10 pmChicago O'Hare Intl
Feb 2
ORD7:15 amChicago O'Hare Intl
2h 05m
YUL10:20 amMontreal Pierre Elliott Trudeau Intl
$226
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 832,500 searches. Data last updated December 22, 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

Sun 2/15

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Sun 2/15

4:15 pm-10:45 pm

1 stop5h 30m

$191

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

7:30 am-8:15 pm

1 stop13h 45m

Chicago O'Hare Intl

Sat 2/7

7:56 pm-1:45 pm

1 stop16h 49m

$192

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 2/14

1:10 pm-2:55 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sun 2/15

7:15 am-10:20 am

Nonstop2h 05m

$196

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 2/19

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Sat 2/21

12:45 pm-6:45 pm

1 stop5h 00m

$196

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 2/13

3:55 pm-5:55 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 2/16

8:10 am-10:44 pm

1 stop13h 34m

$201

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 2/5

7:00 am-1:22 pm

1 stop7h 22m

Chicago O'Hare Intl

Sun 2/8

6:05 am-1:45 pm

1 stop6h 40m

$202

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 2/5

6:00 am-9:41 am

1 stop4h 41m

Chicago O'Hare Intl

Sun 2/8

6:15 am-1:42 pm

1 stop6h 27m

$210

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 2/5

6:00 am-9:41 am

1 stop4h 41m

Chicago O'Hare Intl

Sun 2/8

12:50 pm-4:01 pm

Nonstop2h 11m

$213

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 2/14

6:00 am-9:41 am

1 stop4h 41m

Chicago O'Hare Intl

Sun 2/15

2:05 pm-11:10 pm

1 stop8h 05m

$215

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 2/14

6:00 am-12:46 pm

1 stop7h 46m

Chicago Midway

Mon 2/16

6:20 pm-11:26 pm

1 stop4h 06m

$215

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 September is, on average, the cheapest month to fly to Chicago from Montreal Pierre Elliott Trudeau Intl Airport, with most prices found around $277. If you’re not able to fly to Chicago in September, then May is your next best option. Flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during May average around $283.

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 $432. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago for around $662.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during this time can be as low as $475. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $526.

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 $353 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 $231 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?

No. A direct flight is the cheapest option for a flight between Montreal Pierre Elliott Trudeau Intl Airport to Chicago.

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

$231

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 $231. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo in the last 72 hours is $408.
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?

    The distance between Montreal Pierre Elliott Trudeau Intl and Chicago is about 734.8 mi. Flights usually cover this in 2h 35m, depending on flying conditions and air traffic around both airports.

  • 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 refresh daily.

  • 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 travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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
Air CanadaPriceFrom $156Free CancellationRating
7.1
10,551 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $217Free CancellationRating
8.0
399 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $251Free CancellationRating
7.2
11,053 reviews
Search American Airlines flights
United AirlinesPriceFrom $267Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights

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

    The lowest priced Porter Airlines flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from the last 72 hours was $217. Generally, Porter Airlines has 5 flights on this route every week with an average price of $300. Porter Airlines is rated 8.0/10 by our users.

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

    $267 is the best United Airlines flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $402, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,102 user reviews) flies into Chicago from Montreal Pierre Elliott Trudeau Intl Airport 34 times in an average week so prices can vary.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Montreal to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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?

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?

Yes. momondo can track prices for Montreal to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport