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

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

What airlines fly to Chicago?

Air Canada, United Airlines and American 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 70% 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.

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.

$142 Cheap Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago in 2025/26

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 30 per day as of September 2025. The most frequent departure time is 6:00AM, with 47% of daily flights leaving in the afternoon.

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 $238 to $454. The lowest price recently found on this route was $234.

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Find the cheapest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

1:10 pm - 4:24 pmYUL-MDW

4h 14m1 stop

9:35 am - 4:00 pmMDW-YUL

5h 25m1 stop

$234Porter Airlines

Find Deal

Fri, Oct 17 - Mon, Oct 20

6:45 am - 10:05 amYUL-MDW

4h 20m1 stop

4:15 pm - 10:45 pmMDW-YUL

5h 30m1 stop

$235Porter Airlines

Find Deal

Thu, Oct 30 - Thu, Nov 6

6:15 pm - 8:00 pmYUL-ORD

2h 45mnonstop

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

$250Air Canada

Find Deal

Fri, Oct 31 - Fri, Nov 7

6:15 pm - 8:00 pmYUL-ORD

2h 45mnonstop

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

$255Air Canada

Find Deal

Sat, Nov 1 - Fri, Nov 7

6:00 am - 8:00 amYUL-ORD

3h 00mnonstop

10:38 am - 2:00 pmORD-YUL

2h 22mnonstop

$260United Airlines

Find Deal

Fri, Nov 21 - Fri, Nov 28

4:55 pm - 6:41 pmYUL-ORD

2h 46mnonstop

2:08 pm - 5:26 pmORD-YUL

2h 18mnonstop

$263United Airlines

Find Deal

Thu, Oct 9 - Sun, Oct 12

4:45 pm - 6:45 pmYUL-ORD

3h 00mnonstop

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

$264Multiple Airlines

Find Deal

Sat, Nov 22 - Fri, Nov 28

6:00 am - 8:00 amYUL-ORD

3h 00mnonstop

3:55 pm - 11:52 pmORD-YUL

6h 57m1 stop

$276Multiple Airlines

Find Deal

Sat, Nov 22 - Fri, Nov 28

3:59 pm - 9:08 amYUL-ORD

18h 09m1 stop

5:00 am - 1:49 pmORD-YUL

7h 49m1 stop

$285American Airlines

Find Deal

Sat, Nov 22 - Fri, Nov 28

3:52 pm - 5:52 pmYUL-ORD

3h 00mnonstop

6:35 pm - 1:46 pmORD-YUL

18h 11m1 stop

$294American Airlines

Find Deal

Fri, Nov 7 - Mon, Nov 10

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

Oct 31

YUL6:15 pmMontreal Pierre Elliott Trudeau Intl

2h 45m

ORD8:00 pmChicago O'Hare Intl

Nov 7

ORD12:50 pmChicago O'Hare Intl

2h 07m

YUL3:57 pmMontreal Pierre Elliott Trudeau Intl

$250

Find similar

Air Canada

Nov 1

YUL6:15 pmMontreal Pierre Elliott Trudeau Intl

2h 45m

ORD8:00 pmChicago O'Hare Intl

Nov 7

ORD12:50 pmChicago O'Hare Intl

2h 07m

YUL3:57 pmMontreal Pierre Elliott Trudeau Intl

$255

Find similar

Air Canada

Oct 16

YUL8:20 amMontreal Pierre Elliott Trudeau Intl

2h 31m

ORD9:51 amChicago O'Hare Intl

Oct 19

ORD8:40 amChicago O'Hare Intl

2h 14m

YUL11:54 amMontreal Pierre Elliott Trudeau Intl

$256

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

Nov 21

YUL6:00 amMontreal Pierre Elliott Trudeau Intl

3h 00m

ORD8:00 amChicago O'Hare Intl

Nov 28

ORD10:38 amChicago O'Hare Intl

2h 22m

YUL2:00 pmMontreal Pierre Elliott Trudeau Intl

$260

Find similar

United Airlines

Oct 9

YUL4:55 pmMontreal Pierre Elliott Trudeau Intl

2h 46m

ORD6:41 pmChicago O'Hare Intl

Oct 12

ORD2:08 pmChicago O'Hare Intl

2h 18m

YUL5:26 pmMontreal Pierre Elliott Trudeau Intl

$263

Find similar

United Airlines

Oct 9

YUL4:55 pmMontreal Pierre Elliott Trudeau Intl

2h 46m

ORD6:41 pmChicago O'Hare Intl

Oct 12

ORD8:50 amChicago O'Hare Intl

5h 10m

1 stop

YUL3:00 pmMontreal Pierre Elliott Trudeau Intl

$268

Find similar

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

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 10/17

1:10 pm-4:24 pm

1 stop4h 14m

Chicago Midway

Mon 10/20

9:35 am-4:00 pm

1 stop5h 25m

$234

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 10/30

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Thu 11/6

4:15 pm-10:45 pm

1 stop5h 30m

$235

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 10/31

6:15 pm-8:00 pm

Nonstop2h 45m

Chicago O'Hare Intl

Fri 11/7

12:50 pm-3:57 pm

Nonstop2h 07m

$250

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 11/1

6:15 pm-8:00 pm

Nonstop2h 45m

Chicago O'Hare Intl

Fri 11/7

12:50 pm-3:57 pm

Nonstop2h 07m

$255

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/21

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Fri 11/28

10:38 am-2:00 pm

Nonstop2h 22m

$260

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 10/9

4:55 pm-6:41 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sun 10/12

2:08 pm-5:26 pm

Nonstop2h 18m

$263

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 11/22

4:45 pm-6:45 pm

Nonstop3h 00m

Chicago O'Hare Intl

Fri 11/28

12:50 pm-3:57 pm

Nonstop2h 07m

$264

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 11/22

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Fri 11/28

3:55 pm-11:52 pm

1 stop6h 57m

$276

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 11/22

3:59 pm-9:08 am

1 stop18h 09m

Chicago O'Hare Intl

Fri 11/28

5:00 am-1:49 pm

1 stop7h 49m

$285

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/7

3:52 pm-5:52 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 11/10

6:35 pm-1:46 pm

1 stop18h 11m

$294

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 June is, on average, the cheapest month to fly to Chicago from Montreal Pierre Elliott Trudeau Intl Airport, with most prices found around $300. If you’re not able to fly to Chicago in June, then February is your next best option. Flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago during February average around $312.

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 $469. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, 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 $628.

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 $494. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $548.

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 $382 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 $210 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 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	$276
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 $276. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo in the last 72 hours is $391.

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?
The distance between Montreal Pierre Elliott Trudeau Intl and Chicago is about 734.8 mi. Flights usually cover this in 2h 31m, 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 September 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 26.32% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.69%, Embraer 175 at 14.78%, and Airbus A321-100/200 at 10.78%.
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 73% of the total bookings. Other popular airlines include Porter Airlines with 14%, American Airlines with 6%, and United Airlines with 6%.

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
United Airlines	PriceFrom $112	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
Air Canada	PriceFrom $178	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Porter Airlines	PriceFrom $226	Free Cancellation	Rating 7.9 365 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $262	Free Cancellation	Rating 7.2 10,000 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 $112. Generally, United Airlines has 41 flights on this route every week with an average price of $487. United Airlines is rated 7.4/10 by our users.
American Airlines Flights From Montreal Pierre Elliott Trudeau Intl Airport to Chicago
$262 is the best American Airlines flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $407, however, with flight time and availability significantly affecting the price. American Airlines (7.2/10 from 10,000 user reviews) flies into Chicago from Montreal Pierre Elliott Trudeau Intl Airport 14 times in an average week so prices can vary.

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Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

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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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $142

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Find the cheapest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

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

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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

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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 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.

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

Porter Airlines, Air Canada, and United Airlines 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 30 per day as of September 2025. The most frequent departure time is 6:00AM, with 47% of daily flights leaving in the afternoon.

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

216 flights are operational weekly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago as of September 2025. The most popular departure day for this route is Mon, with 14% 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

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

American 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