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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $163

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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.
Air Canada Logo
1:15 pm - 2:52 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 37mnonstop
Air Canada Logo
8:45 am - 12:00 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 15mnonstop
$276Air Canada
Wed, Sep 16 - Thu, Sep 17
Air Canada Logo
2:30 pm - 8:41 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
7h 11m1 stop Toronto Island
Air Canada Logo
8:45 am - 12:00 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 15mnonstop
$277Air Canada
Sat, Oct 17 - Sat, Oct 24
Air Canada Logo
7:30 am - 1:21 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
6h 51m1 stop Toronto Island
Air Canada Logo
11:15 am - 2:30 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 15mnonstop
$277Air Canada
Fri, Sep 25 - Mon, Sep 28
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$280Porter Airlines
Mon, Sep 21 - Sat, Sep 26
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$281Porter Airlines
Sat, Sep 19 - Sun, Sep 20
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$282Porter Airlines
Fri, Sep 25 - Mon, Sep 28
American Airlines Logo
12:31 pm - 2:11 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 40mnonstop
American Airlines Logo
1:15 pm - 9:42 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
7h 27m1 stop Philadelphia
$314American Airlines
Wed, Sep 23 - Sat, Sep 26
United Airlines Logo
6:00 am - 8:00 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 00mnonstop
United Airlines Logo
7:00 am - 1:28 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 28m1 stop Newark
$314United Airlines
Fri, Nov 20 - Mon, Nov 23
United Airlines Logo
3:25 pm - 9:00 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
6h 35m1 stop Newark
United Airlines Logo
7:11 am - 10:40 amORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 29mnonstop
$314United Airlines
Sat, Sep 19 - Sun, Sep 20
American Airlines Logo
12:31 pm - 2:11 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 40mnonstop
American Airlines Logo
5:00 am - 12:26 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 26m1 stop Philadelphia
$323American Airlines
Thu, Sep 24 - Sun, Sep 27

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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
Sep 16
YUL1:15 pmMontreal Pierre Elliott Trudeau Intl
2h 37m
ORD2:52 pmChicago O'Hare Intl
Sep 17
ORD8:45 amChicago O'Hare Intl
2h 15m
YUL12:00 pmMontreal Pierre Elliott Trudeau Intl
$276
Air Canada
Nov 20
YUL1:10 pmMontreal Pierre Elliott Trudeau Intl
2h 42m
ORD2:52 pmChicago O'Hare Intl
Nov 23
ORD2:00 pmChicago O'Hare Intl
4h 46m
1 stop
YUL7:46 pmMontreal Pierre Elliott Trudeau Intl
$277
Air Canada
Oct 11
YUL8:40 amMontreal Pierre Elliott Trudeau Intl
2h 37m
ORD10:17 amChicago O'Hare Intl
Oct 18
ORD11:05 amChicago O'Hare Intl
2h 15m
YUL2:20 pmMontreal Pierre Elliott Trudeau Intl
$280

Delta flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Our best Delta deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight tickets
Delta
Sep 15
YUL5:10 pmMontreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
ORD8:30 pmChicago O'Hare Intl
Sep 19
ORD2:00 pmChicago O'Hare Intl
8h 27m
1 stop
YUL11:27 pmMontreal Pierre Elliott Trudeau Intl
$302
Delta
Oct 23
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 47m
1 stop
MDW12:47 pmChicago Midway
Oct 27
MDW6:44 pmChicago Midway
3h 41m
1 stop
YUL11:25 pmMontreal Pierre Elliott Trudeau Intl
$314
Delta
Oct 22
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 47m
1 stop
MDW12:47 pmChicago Midway
Oct 25
MDW1:27 pmChicago Midway
8h 58m
1 stop
YUL11:25 pmMontreal Pierre Elliott Trudeau Intl
$331

momondo Fare Finder

 
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

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Route

Depart

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Price

Cheapest round-trip
Quickest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 9/16

1:15 pm-2:52 pm

Nonstop2h 37m

Chicago O'Hare Intl

Thu 9/17

8:45 am-12:00 pm

Nonstop2h 15m

$276

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 10/17

2:30 pm-8:41 pm

1 stop7h 11m

Chicago O'Hare Intl

Sat 10/24

8:45 am-12:00 pm

Nonstop2h 15m

$277

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 9/25

7:30 am-1:21 pm

1 stop6h 51m

Chicago O'Hare Intl

Mon 9/28

11:15 am-2:30 pm

Nonstop2h 15m

$277

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 9/21

9:00 am-2:35 pm

1 stop6h 35m

Chicago Midway

Sat 9/26

11:45 am-6:12 pm

1 stop5h 27m

$280

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 9/19

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Sun 9/20

11:45 am-6:12 pm

1 stop5h 27m

$281

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 9/25

9:00 am-2:35 pm

1 stop6h 35m

Chicago Midway

Mon 9/28

11:45 am-6:12 pm

1 stop5h 27m

$282

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 9/23

12:31 pm-2:11 pm

Nonstop2h 40m

Chicago O'Hare Intl

Sat 9/26

1:15 pm-9:42 pm

1 stop7h 27m

$314

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/20

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 11/23

7:00 am-1:28 pm

1 stop5h 28m

$314

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 9/19

3:25 pm-9:00 pm

1 stop6h 35m

Chicago O'Hare Intl

Sun 9/20

7:11 am-10:40 am

Nonstop2h 29m

$314

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - ORD Chicago O'Hare Intl

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/24

12:31 pm-2:11 pm

Nonstop2h 40m

Chicago O'Hare Intl

Sun 9/27

5:00 am-12:26 pm

1 stop6h 26m

$323

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $254 to $489.
The lowest price recently found on this route was $276.

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Montreal Pierre Elliott Trudeau Intl Airport, with most prices found around $275. If you’re not able to fly to Chicago in April, then January is your next best option. Flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during January average around $286.

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 $433. 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 $716.

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 $479. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $535.

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 from Montreal Pierre Elliott Trudeau Intl Airport 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 $362 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 $229 on momondo.

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

There are 4 cabin classes available to choose from on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of August 2026, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights are approximately 1% 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

$163

Fastest flight time

2h 36m

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 $163. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo in the last 72 hours is $276.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago takes 2h 36m
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

Frequently asked questions about flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

  • 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 36m, 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 $175Free CancellationRating
7.1
11,559 reviews
Search Air Canada flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
10,148 reviews
Search United Airlines flights
American AirlinesPriceFrom $251Free CancellationRating
7.1
12,021 reviews
Search American Airlines flights

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

    The lowest priced United Airlines flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from the last 72 hours was $240. Generally, United Airlines has 36 flights on this route every week with an average price of $430. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Montreal Pierre Elliott Trudeau Intl Airport to Chicago

    $175 is the best Air Canada flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo over the last 72 hours. The average Air Canada ticket price found was closer to $323, however, with flight time and availability significantly affecting the price. Air Canada (7.1/10 from 11,566 user reviews) flies into Chicago from Montreal Pierre Elliott Trudeau Intl Airport 43 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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

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