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

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 8/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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
2:35 pm - 8:51 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
7h 16m1 stop Toronto Island
Air Canada Logo
7:25 am - 1:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 20m1 stop Toronto Island
$268Air Canada
Sun, Sep 6 - Sun, Sep 13
Air Canada Logo
2:30 pm - 8:29 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
6h 59m1 stop Toronto Island
Air Canada Logo
7:25 am - 1:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 20m1 stop Toronto Island
$268Air Canada
Sat, Oct 10 - Wed, Oct 14
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
7:25 am - 1:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 20m1 stop Toronto Island
$268Air Canada
Wed, Sep 2 - Tue, Sep 8
Delta Logo
5:10 pm - 8:30 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
4h 20m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:55 pm - 11:25 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
8h 30m1 stop Detroit Metropolitan Wayne County
$278Delta
Sat, Sep 5 - Wed, Oct 21
Delta Logo
6:00 am - 10:42 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
5h 42m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:50 pm - 11:52 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
9h 02m1 stop Atlanta Hartsfield-Jackson
$278Delta
Sat, Aug 22 - Tue, Aug 25
Delta Logo
7:00 am - 4:37 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
10h 37m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 am - 5:38 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
10h 08m1 stop Atlanta Hartsfield-Jackson
$278Delta
Tue, Sep 8 - Wed, Oct 21
United Airlines Logo
6:10 am - 7:51 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 41mnonstop
United Airlines Logo
7:11 am - 10:40 amORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 29mnonstop
$296United Airlines
Sat, Sep 5 - Sat, Oct 17
United Airlines Logo
4:55 pm - 6:43 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 48mnonstop
United Airlines Logo
7:11 am - 10:40 amORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 29mnonstop
$296United Airlines
Wed, Sep 2 - Sat, Oct 17
American Airlines Logo
5:34 pm - 7:19 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 45mnonstop
American Airlines Logo
3:25 pm - 9:44 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
5h 19m1 stop Philadelphia
$305American Airlines
Wed, Sep 2 - Sat, Sep 5
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
$305American Airlines
Wed, Sep 23 - Sat, Sep 26

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

Our best Delta deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Sep 2
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
8h 09m
1 stop
ORD2:09 pmChicago O'Hare Intl
Oct 20
ORD12:29 pmChicago O'Hare Intl
9h 53m
1 stop
YUL11:22 pmMontreal Pierre Elliott Trudeau Intl
$278
Delta
Aug 25
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
8h 08m
1 stop
ORD1:08 pmChicago O'Hare Intl
Aug 26
ORD1:50 pmChicago O'Hare Intl
9h 02m
1 stop
YUL11:52 pmMontreal Pierre Elliott Trudeau Intl
$284
Delta
Aug 25
YUL12:47 pmMontreal Pierre Elliott Trudeau Intl
8h 43m
1 stop
ORD8:30 pmChicago O'Hare Intl
Sep 1
ORD6:00 amChicago O'Hare Intl
6h 39m
1 stop
YUL1:39 pmMontreal Pierre Elliott Trudeau Intl
$285

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
Sep 25
YUL7:30 amMontreal Pierre Elliott Trudeau Intl
6h 51m
1 stop
ORD1:21 pmChicago O'Hare Intl
Sep 28
ORD2:00 pmChicago O'Hare Intl
4h 45m
1 stop
YUL7:45 pmMontreal Pierre Elliott Trudeau Intl
$268
Air Canada
Sep 16
YUL6:30 pmMontreal Pierre Elliott Trudeau Intl
2h 42m
ORD8:12 pmChicago O'Hare Intl
Sep 22
ORD3:40 pmChicago O'Hare Intl
2h 15m
YUL6:55 pmMontreal Pierre Elliott Trudeau Intl
$270
Air Canada
Sep 4
YUL2:35 pmMontreal Pierre Elliott Trudeau Intl
7h 16m
1 stop
ORD8:51 pmChicago O'Hare Intl
Sep 8
ORD2:00 pmChicago O'Hare Intl
6h 45m
1 stop
YUL9:45 pmMontreal Pierre Elliott Trudeau Intl
$271

momondo Fare Finder

 
Customize your flight search to find flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport 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 August 11, 2026.
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

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 9/6

2:35 pm-8:51 pm

1 stop7h 16m

Chicago O'Hare Intl

Sun 9/13

7:25 am-1:45 pm

1 stop5h 20m

$268

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 10/10

2:30 pm-8:29 pm

1 stop6h 59m

Chicago O'Hare Intl

Wed 10/14

7:25 am-1:45 pm

1 stop5h 20m

$268

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 9/2

7:30 am-1:21 pm

1 stop6h 51m

Chicago O'Hare Intl

Tue 9/8

7:25 am-1:45 pm

1 stop5h 20m

$268

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 9/5

5:10 pm-8:30 pm

1 stop4h 20m

Chicago O'Hare Intl

Wed 10/21

1:55 pm-11:25 pm

1 stop8h 30m

$278

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 8/22

6:00 am-10:42 am

1 stop5h 42m

Chicago O'Hare Intl

Tue 8/25

1:50 pm-11:52 pm

1 stop9h 02m

$278

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 9/8

7:00 am-4:37 pm

1 stop10h 37m

Chicago O'Hare Intl

Wed 10/21

6:30 am-5:38 pm

1 stop10h 08m

$278
Quickest round-trip

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 9/5

6:10 am-7:51 am

Nonstop2h 41m

Chicago O'Hare Intl

Sat 10/17

7:11 am-10:40 am

Nonstop2h 29m

$296

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 9/2

4:55 pm-6:43 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sat 10/17

7:11 am-10:40 am

Nonstop2h 29m

$296

MontrealChicago

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

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 9/2

5:34 pm-7:19 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 9/5

3:25 pm-9:44 pm

1 stop5h 19m

$305

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

$305

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 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 $284 to $485.
The lowest price recently found on this route was $268.

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 $299.

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 $428. 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 $693.

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 in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $498 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $536. 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 $359 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 August 2026, prices for Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport flights are approximately 5% 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

$248

Fastest flight time

2h 36m

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 $248. 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 $415.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport takes 2h 36m
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 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 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
11,464 reviews
Search Air Canada flights
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,910 reviews
Search American Airlines flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
10,111 reviews
Search United 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 23 United Airlines flights for this route in a normal week, average airfare is usually $410 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 11,462 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 23 times each week, with ticket deals ranging from $175 to $324. 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
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Gurnee
Rosemont
Oak Brook
Orland Park
Naperville
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South Holland
Evanston

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.

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