Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $164

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
1:10 pm - 5:43 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
5h 33m1 stop Toronto Pearson Intl
Air Canada Logo
7:05 am - 10:17 amORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 12mnonstop
$283Air Canada
Thu, Nov 5 - Thu, Nov 12
Air Canada Logo
12:10 pm - 5:43 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
6h 33m1 stop Toronto Pearson Intl
Air Canada Logo
1:55 pm - 7:46 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
4h 51m1 stop Toronto Island
$283Air Canada
Fri, Nov 6 - Fri, Nov 13
Air Canada Logo
9:10 am - 3:38 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
7h 28m1 stop Toronto Pearson Intl
Air Canada Logo
1:55 pm - 7:46 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
4h 51m1 stop Toronto Island
$284Air Canada
Thu, Oct 29 - Sun, Nov 1
Multiple Airlines Logo
9:45 am - 11:21 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 36mnonstop
Multiple Airlines Logo
2:00 pm - 9:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 45m1 stop Toronto Island
$285Multiple Airlines
Wed, Oct 7 - Wed, Oct 14
Multiple Airlines Logo
9:45 am - 11:21 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 36mnonstop
Multiple Airlines Logo
2:00 pm - 9:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 45m1 stop Toronto Island
$285Multiple Airlines
Thu, Oct 15 - Mon, Oct 19
Multiple Airlines Logo
6:00 am - 8:00 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 00mnonstop
Multiple Airlines Logo
1:55 pm - 9:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 50m1 stop Toronto Island
$285Multiple Airlines
Thu, Nov 5 - Mon, Nov 9
United Airlines Logo
6:10 am - 7:51 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 41mnonstop
United Airlines Logo
12:55 pm - 7:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 50m1 stop Washington, D.C. Dulles Intl
$290United Airlines
Fri, Oct 16 - Sat, Oct 17
United Airlines Logo
6:00 am - 8:00 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 00mnonstop
United Airlines Logo
1:30 pm - 7:48 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 18m1 stop Washington, D.C. Dulles Intl
$290United Airlines
Sat, Nov 21 - Thu, Nov 26
American Airlines Logo
12:10 pm - 2:15 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
6:29 am - 12:23 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
4h 54m1 stop Philadelphia
$290American Airlines
Thu, Nov 5 - Thu, Nov 12
American Airlines Logo
12:10 pm - 2:15 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
12:59 pm - 9:26 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
7h 27m1 stop Philadelphia
$290American Airlines
Mon, Nov 9 - Tue, Nov 17

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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

Our best Air Canada deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport flight tickets
Air Canada
Oct 3
YUL8:10 amMontreal Pierre Elliott Trudeau Intl
6h 13m
1 stop
ORD1:23 pmChicago O'Hare Intl
Oct 4
ORD2:00 pmChicago O'Hare Intl
4h 45m
1 stop
YUL7:45 pmMontreal Pierre Elliott Trudeau Intl
$283
Air Canada
Oct 29
YUL9:10 amMontreal Pierre Elliott Trudeau Intl
7h 28m
1 stop
ORD3:38 pmChicago O'Hare Intl
Nov 1
ORD1:55 pmChicago O'Hare Intl
4h 51m
1 stop
YUL7:46 pmMontreal Pierre Elliott Trudeau Intl
$284
Air Canada
Nov 6
YUL6:10 pmMontreal Pierre Elliott Trudeau Intl
2h 42m
ORD7:52 pmChicago O'Hare Intl
Nov 8
ORD1:55 pmChicago O'Hare Intl
6h 50m
1 stop
YUL9:45 pmMontreal Pierre Elliott Trudeau Intl
$285

United Airlines flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport

Our best United Airlines deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport flight tickets
United Airlines
Oct 3
YUL6:10 amMontreal Pierre Elliott Trudeau Intl
2h 41m
ORD7:51 amChicago O'Hare Intl
Oct 7
ORD12:55 pmChicago O'Hare Intl
5h 50m
1 stop
YUL7:45 pmMontreal Pierre Elliott Trudeau Intl
$290
United Airlines
Oct 7
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
5h 53m
1 stop
ORD10:53 amChicago O'Hare Intl
Oct 7
ORD12:55 pmChicago O'Hare Intl
5h 50m
1 stop
YUL7:45 pmMontreal Pierre Elliott Trudeau Intl
$300
United Airlines
Nov 21
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
5h 46m
1 stop
ORD11:46 amChicago O'Hare Intl
Nov 26
ORD1:30 pmChicago O'Hare Intl
5h 18m
1 stop
YUL7:48 pmMontreal Pierre Elliott Trudeau Intl
$306

momondo Fare Finder

 
Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

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

Thu 11/5

1:10 pm-5:43 pm

1 stop5h 33m

Chicago O'Hare Intl

Thu 11/12

7:05 am-10:17 am

Nonstop2h 12m

$283

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 11/6

12:10 pm-5:43 pm

1 stop6h 33m

Chicago O'Hare Intl

Fri 11/13

1:55 pm-7:46 pm

1 stop4h 51m

$283

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 10/29

9:10 am-3:38 pm

1 stop7h 28m

Chicago O'Hare Intl

Sun 11/1

1:55 pm-7:46 pm

1 stop4h 51m

$284

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 10/7

9:45 am-11:21 am

Nonstop2h 36m

Chicago O'Hare Intl

Wed 10/14

2:00 pm-9:45 pm

1 stop6h 45m

$285

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 10/15

9:45 am-11:21 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 10/19

2:00 pm-9:45 pm

1 stop6h 45m

$285

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 11/5

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Mon 11/9

1:55 pm-9:45 pm

1 stop6h 50m

$285

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 10/16

6:10 am-7:51 am

Nonstop2h 41m

Chicago O'Hare Intl

Sat 10/17

12:55 pm-7:45 pm

1 stop5h 50m

$290

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 11/21

6:00 am-8:00 am

Nonstop3h 00m

Chicago O'Hare Intl

Thu 11/26

1:30 pm-7:48 pm

1 stop5h 18m

$290

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 11/5

12:10 pm-2:15 pm

Nonstop3h 05m

Chicago O'Hare Intl

Thu 11/12

6:29 am-12:23 pm

1 stop4h 54m

$290

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 11/9

12:10 pm-2:15 pm

Nonstop3h 05m

Chicago O'Hare Intl

Tue 11/17

12:59 pm-9:26 pm

1 stop7h 27m

$290

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport

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 O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $299 to $448.
The lowest price recently found on this route was $283.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal Pierre Elliott Trudeau Intl Airport averaging around $300.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $431. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Montreal Pierre Elliott Trudeau Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $739.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Montreal Pierre Elliott Trudeau Intl Airport at noon is the least expensive time of day to depart. momondo users have found prices as low as $482 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $534. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl flight route?

Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport for around $360 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport flight prices changed over time?

As of September 2026, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport (YUL to ORD) 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 O'Hare Intl Airport

Best Price Found

$164

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montreal Pierre Elliott Trudeau Intl Airport in the past 72 hours is $164. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $283.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport takes 2h 35m
Direct flights go from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

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

  • How far is Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 744.9 mi away from Montreal Pierre Elliott Trudeau Intl. 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 O'Hare Intl Airport?

    Prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. 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 O'Hare Intl Airport?

  • What is the most popular airline from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $175Free CancellationRating
7.1
11,678 reviews
Search Air Canada flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
10,233 reviews
Search United Airlines flights
American AirlinesPriceFrom $251Free CancellationRating
7.0
12,075 reviews
Search American Airlines flights

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

    United Airlines flight deals from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport start from $240 round-trip. Over the 26 United Airlines flights for this route in a normal week, average airfare is usually $419 round-trip - but some users have found much cheaper deals with momondo.

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

    Across 11,678 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport about 33 times each week, with ticket deals ranging from $175 to $320. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
Merrillville
Rockford
South Haven
Rosemont
Gurnee
Oak Brook
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Evanston
Skokie

Why use momondo?

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

Finding the right flight to Chicago from Montreal is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Flights from Montreal to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Montreal to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Montreal are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago O'Hare Intl Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 10/24
Sat 10/31
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago