What airlines fly to Chicago?

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Chicago from Montreal Pierre Elliott Trudeau Intl Airport according to our data. Air Canada is the first choice among our users, with 73% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Montreal Pierre Elliott Trudeau Intl to Chicago?

Air Canada, Porter Airlines, and Delta are the most popular carriers operating from Montreal Pierre Elliott Trudeau Intl 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.

$143 Cheap Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Montreal Pierre Elliott Trudeau Intl Airport and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $275 to $430. The lowest price recently found on this route was $231.

Q: How many flights depart from Montreal Pierre Elliott Trudeau Intl Airport to Chicago on average per day?

The number of flights available between Montreal Pierre Elliott Trudeau Intl Airport and Chicago is 17 per day as of November 2025. The most frequent departure time is 6:00AM, with 54% of daily flights leaving in the afternoon.

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:10 pm - 5:48 pmYUL-ORD

4h 38m1 stop

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

$231Air Canada

Find Deal

Tue, Feb 24 - Tue, Mar 3

9:10 am - 1:01 pmYUL-ORD

4h 51m1 stop

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

$232Air Canada

Find Deal

Tue, Feb 24 - Tue, Mar 3

10:15 am - 3:20 pmYUL-MDW

6h 05m1 stop

11:00 am - 6:45 pmMDW-YUL

6h 45m1 stop

$233Porter Airlines

Find Deal

Thu, Apr 2 - Tue, Apr 7

6:00 am - 9:35 amYUL-ORD

4h 35m1 stop

7:10 am - 5:04 pmORD-YUL

8h 54m1 stop

$233Delta

Find Deal

Sat, Apr 4 - Wed, Apr 8

4:45 pm - 6:45 pmYUL-ORD

3h 00mnonstop

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

$237Multiple Airlines

Find Deal

Tue, Feb 24 - Tue, Mar 3

8:55 am - 11:50 amYUL-MDW

3h 55m1 stop

11:00 am - 5:45 pmMDW-YUL

5h 45m1 stop

$247Porter Airlines

Find Deal

Sat, Apr 4 - Tue, Apr 7

7:30 pm - 9:58 amYUL-MDW

15h 28m2 stops

11:00 am - 6:15 pmMDW-YUL

6h 15m1 stop

$251Multiple Airlines

Find Deal

Tue, Feb 24 - Tue, Mar 3

7:00 am - 4:39 pmYUL-ORD

10h 39m1 stop

5:50 am - 5:04 pmORD-YUL

10h 14m1 stop

$255Delta

Find Deal

Sat, Apr 4 - Wed, Apr 8

3:49 pm - 5:49 pmYUL-ORD

3h 00mnonstop

8:45 pm - 12:15 pmORD-YUL

14h 30m1 stop

$300American Airlines

Find Deal

Fri, Nov 28 - Mon, Dec 1

7:14 am - 12:56 pmYUL-ORD

6h 42m1 stop

11:47 am - 3:09 pmORD-YUL

2h 22mnonstop

$306American Airlines

Find Deal

Thu, Nov 27 - Fri, Nov 28

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

Nov 28

YUL3:49 pmMontreal Pierre Elliott Trudeau Intl

3h 00m

ORD5:49 pmChicago O'Hare Intl

Dec 1

ORD8:45 pmChicago O'Hare Intl

14h 30m

1 stop

YUL12:15 pmMontreal Pierre Elliott Trudeau Intl

$300

Find similar

American Airlines

Nov 27

YUL7:14 amMontreal Pierre Elliott Trudeau Intl

6h 42m

1 stop

ORD12:56 pmChicago O'Hare Intl

Nov 28

ORD11:47 amChicago O'Hare Intl

2h 22m

YUL3:09 pmMontreal Pierre Elliott Trudeau Intl

$306

Find similar

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

Apr 4

YUL6:00 amMontreal Pierre Elliott Trudeau Intl

4h 35m

1 stop

ORD9:35 amChicago O'Hare Intl

Apr 8

ORD7:10 amChicago O'Hare Intl

8h 54m

1 stop

YUL5:04 pmMontreal Pierre Elliott Trudeau Intl

$233

Find similar

Delta

Apr 4

YUL7:00 amMontreal Pierre Elliott Trudeau Intl

10h 39m

1 stop

ORD4:39 pmChicago O'Hare Intl

Apr 8

ORD5:50 amChicago O'Hare Intl

10h 14m

1 stop

YUL5:04 pmMontreal Pierre Elliott Trudeau Intl

$255

Find similar

Delta

Nov 25

YUL6:00 amMontreal Pierre Elliott Trudeau Intl

7h 34m

1 stop

MDW12:34 pmChicago Midway

Nov 26

MDW5:34 pmChicago Midway

5h 25m

1 stop

YUL11:59 pmMontreal Pierre Elliott Trudeau Intl

$298

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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.

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Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 2/24

2:10 pm-5:48 pm

1 stop4h 38m

Chicago O'Hare Intl

Tue 3/3

12:50 pm-3:57 pm

Nonstop2h 07m

$231

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 2/24

9:10 am-1:01 pm

1 stop4h 51m

Chicago O'Hare Intl

Tue 3/3

12:50 pm-3:57 pm

Nonstop2h 07m

$232

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 4/2

10:15 am-3:20 pm

1 stop6h 05m

Chicago Midway

Tue 4/7

11:00 am-6:45 pm

1 stop6h 45m

$233

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 4/4

6:00 am-9:35 am

1 stop4h 35m

Chicago O'Hare Intl

Wed 4/8

7:10 am-5:04 pm

1 stop8h 54m

$233

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 2/24

4:45 pm-6:45 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 3/3

12:50 pm-3:57 pm

Nonstop2h 07m

$237

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 4/4

8:55 am-11:50 am

1 stop3h 55m

Chicago Midway

Tue 4/7

11:00 am-5:45 pm

1 stop5h 45m

$247

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 2/24

7:30 pm-9:58 am

2 stops15h 28m

Chicago Midway

Tue 3/3

11:00 am-6:15 pm

1 stop6h 15m

$251

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 4/4

7:00 am-4:39 pm

1 stop10h 39m

Chicago O'Hare Intl

Wed 4/8

5:50 am-5:04 pm

1 stop10h 14m

$255

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/28

3:49 pm-5:49 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 12/1

8:45 pm-12:15 pm

1 stop14h 30m

$300

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 11/27

7:14 am-12:56 pm

1 stop6h 42m

Chicago O'Hare Intl

Fri 11/28

11:47 am-3:09 pm

Nonstop2h 22m

$306

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

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Other information

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 $276. If you’re not able to fly to Chicago in September, then June is your next best option. Flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during June average around $295.

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 $446. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, 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 $630.

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 $528.

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 $372 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 November 2025, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights are approximately 14% 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	$239
Fastest flight time	2h 35m
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 $239. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo in the last 72 hours is $333.

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 is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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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 38m, 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?
There are 4 operators available for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago as of November 2025.
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?
momondo data reveals that the most frequently booked plane model on the route from Montreal Pierre Elliott Trudeau Intl Airport to Chicago is Embraer 175 (Enhanced Winglets), representing 29.46% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 900 at 11.16%, Boeing 737 MAX 8 at 11.02%, and Embraer 175 at 11.02%.
What is the most popular airline from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?
Based on momondo bookings for flights between Montreal Pierre Elliott Trudeau Intl Airport and Chicago, the leading airline is Air Canada, making up 81% of the total bookings. Other popular airlines include Porter Airlines with 19%.

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 Canada	PriceFrom $174	Free Cancellation	Rating 7.1 10,402 reviews	Search Air Canada flights
Porter Airlines	PriceFrom $226	Free Cancellation	Rating 8.0 387 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $251	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights
United Airlines	PriceFrom $267	Free Cancellation	Rating 7.4 8,999 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 $226. Generally, Porter Airlines has 1 flight on this route every week with an average price of $325. 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 8,999 user reviews) flies into Chicago from Montreal Pierre Elliott Trudeau Intl Airport 35 times in an average week so prices can vary.

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Munster

Chesterton

Monticello

Porter

Griffith

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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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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $165

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

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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?

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

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

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?

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 November 2025, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights are approximately 14% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Montreal Pierre Elliott Trudeau Intl to Chicago?

Air Canada, Porter Airlines, and Delta are the most popular carriers operating from Montreal Pierre Elliott Trudeau Intl to Chicago

What airlines fly to Chicago?

How many flights depart from Montreal Pierre Elliott Trudeau Intl Airport to Chicago on average per day?

The number of flights available between Montreal Pierre Elliott Trudeau Intl Airport and Chicago is 17 per day as of November 2025. The most frequent departure time is 6:00AM, with 54% of daily flights leaving in the afternoon.

How many flights depart from Montreal Pierre Elliott Trudeau Intl Airport to Chicago on average per week?

125 flights are operational weekly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago as of November 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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

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

Fastest flight time

Direct flights

Airports in Chicago

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

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

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?

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

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

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

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

Traveling to a place near Chicago?

Why use momondo?

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

Can I find flights from Montreal to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Montreal to Chicago?

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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