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Cheap flights from Montreal to Chicago from C$ 228

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 to Chicago departing on 10/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Montreal to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:00 a.m. - 1:01 p.m.YUL-ORD
7h 01m1 stop
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 297Air Canada
Find Deal
Thu, 26 Feb - Mon, 2 Mar
Delta Logo
2:40 p.m. - 9:43 p.m.YUL-ORD
8h 03m1 stop
Delta Logo
2:59 p.m. - 11:50 p.m.ORD-YUL
7h 51m1 stop
C$ 300Delta
Find Deal
Mon, 2 Feb - Sat, 7 Feb
Air Canada Logo
1:10 p.m. - 5:48 p.m.YUL-ORD
5h 38m1 stop
Air Canada Logo
7:15 a.m. - 10:20 a.m.ORD-YUL
2h 05mdirect
C$ 306Air Canada
Find Deal
Thu, 8 Jan - Sun, 11 Jan
United Airlines Logo
4:45 p.m. - 6:50 p.m.YUL-ORD
3h 05mdirect
United Airlines Logo
9:00 a.m. - 7:48 p.m.ORD-YUL
9h 48m1 stop
C$ 310United Airlines
Find Deal
Sun, 28 Dec - Thu, 1 Jan
United Airlines Logo
8:25 a.m. - 1:22 p.m.YUL-ORD
5h 57m1 stop
United Airlines Logo
9:01 p.m. - 7:41 a.m.ORD-YUL
9h 40m1 stop
C$ 311United Airlines
Find Deal
Thu, 26 Feb - Mon, 2 Mar
United Airlines Logo
6:30 a.m. - 8:05 a.m.YUL-ORD
2h 35mdirect
United Airlines Logo
7:15 a.m. - 4:25 p.m.ORD-YUL
8h 10m1 stop
C$ 314United Airlines
Find Deal
Fri, 8 May - Fri, 15 May
United Airlines Logo
9:15 a.m. - 11:44 p.m.YUL-ORD
15h 29m1 stop
United Airlines Logo
7:00 a.m. - 3:16 p.m.ORD-YUL
7h 16m1 stop
C$ 317United Airlines
Find Deal
Wed, 24 Dec - Thu, 1 Jan
American Airlines Logo
3:52 p.m. - 5:52 p.m.YUL-ORD
3h 00mdirect
American Airlines Logo
9:54 a.m. - 3:20 p.m.ORD-YUL
4h 26m1 stop
C$ 318American Airlines
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Thu, 22 Jan - Thu, 29 Jan
Air Canada Logo
6:25 p.m. - 8:10 p.m.YUL-ORD
2h 45mdirect
Air Canada Logo
10:00 a.m. - 8:44 p.m.ORD-YUL
9h 44m2 stops
C$ 321Air Canada
Find Deal
Fri, 9 Jan - Sun, 11 Jan
Air Canada Logo
10:10 a.m. - 3:10 p.m.YUL-ORD
6h 00m1 stop
Air Canada Logo
3:55 p.m. - 9:52 p.m.ORD-YUL
4h 57m1 stop
C$ 322Air Canada
Find Deal
Wed, 31 Dec - Fri, 2 Jan

American Airlines flights from Montreal to Chicago O'Hare Intl Airport

Our best American Airlines deals on Montreal to Chicago O'Hare Intl Airport flight tickets
American Airlines
22 Jan
YUL3:52 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:52 p.m.Chicago O'Hare Intl
29 Jan
ORD9:54 a.m.Chicago O'Hare Intl
4h 26m
1 stop
YUL3:20 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 318
Find similar
American Airlines
12 Dec
YUL3:50 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 p.m.Chicago O'Hare Intl
15 Dec
ORD5:00 a.m.Chicago O'Hare Intl
7h 49m
1 stop
YUL1:49 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 364
Find similar
American Airlines
12 Dec
YUL3:50 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 p.m.Chicago O'Hare Intl
17 Dec
ORD6:50 a.m.Chicago O'Hare Intl
7h 34m
1 stop
YUL3:24 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 392
Find similar

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

Our best Air Canada deals on Montreal to Chicago O'Hare Intl Airport flight tickets
Air Canada
26 Feb
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 01m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
2 Mar
ORD12:50 p.m.Chicago O'Hare Intl
2h 07m
YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 297
Find similar
Air Canada
8 Jan
YUL4:45 p.m.Montreal Pierre Elliott Trudeau Intl
3h 06m
ORD6:51 p.m.Chicago O'Hare Intl
11 Jan
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 299
Find similar
Air Canada
8 Jan
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
5h 38m
1 stop
ORD5:48 p.m.Chicago O'Hare Intl
11 Jan
ORD7:15 a.m.Chicago O'Hare Intl
2h 05m
YUL10:20 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 306
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Montreal 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 96,600 searches. Data last updated 20 November 2025.
Use the filters below to find and compare flights from Montreal to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 26/2

7:00 a.m.-1:01 p.m.

1 stop7h 01m

Chicago O'Hare Intl

Mon 2/3

12:50 p.m.-3:57 p.m.

Nonstop2h 07m

C$ 297

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

2:40 p.m.-9:43 p.m.

1 stop8h 03m

Chicago O'Hare Intl

Sat 7/2

2:59 p.m.-11:50 p.m.

1 stop7h 51m

C$ 300

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 8/1

1:10 p.m.-5:48 p.m.

1 stop5h 38m

Chicago O'Hare Intl

Sun 11/1

7:15 a.m.-10:20 a.m.

Nonstop2h 05m

C$ 306

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sun 28/12

4:45 p.m.-6:50 p.m.

Nonstop3h 05m

Chicago O'Hare Intl

Thu 1/1

9:00 a.m.-7:48 p.m.

1 stop9h 48m

C$ 310

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 26/2

8:25 a.m.-1:22 p.m.

1 stop5h 57m

Chicago O'Hare Intl

Mon 2/3

9:01 p.m.-7:41 a.m.

1 stop9h 40m

C$ 311

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 8/5

6:30 a.m.-8:05 a.m.

Nonstop2h 35m

Chicago O'Hare Intl

Fri 15/5

7:15 a.m.-4:25 p.m.

1 stop8h 10m

C$ 314

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 24/12

9:15 a.m.-11:44 p.m.

1 stop15h 29m

Chicago O'Hare Intl

Thu 1/1

7:00 a.m.-3:16 p.m.

1 stop7h 16m

C$ 317

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 22/1

3:52 p.m.-5:52 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Thu 29/1

9:54 a.m.-3:20 p.m.

1 stop4h 26m

C$ 318

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 9/1

6:25 p.m.-8:10 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Sun 11/1

10:00 a.m.-8:44 p.m.

2 stops9h 44m

C$ 321

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Wed 31/12

10:10 a.m.-3:10 p.m.

1 stop6h 00m

Chicago O'Hare Intl

Fri 2/1

3:55 p.m.-9:52 p.m.

1 stop4h 57m

C$ 322

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 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 and Chicago O'Hare Intl Airport?

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

In general, August is the cheapest month to fly from Montreal to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 399. The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Montreal averaging around C$ 406.

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 C$ 725. 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 to Chicago O'Hare Intl Airport for around C$ 1,003.

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

In the afternoon is the cheapest time of day to fly from Montreal to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 753. Flying to Chicago O'Hare Intl Airport in the afternoon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,048 on average. Flights to Chicago O'Hare Intl Airport from Montreal at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Montreal when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around C$ 518 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 for as low as C$ 324 on momondo.

What cabin class options are available on Montreal to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Montreal to Chicago O'Hare Intl 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 to Chicago O'Hare Intl Airport flights?

You could potentially save up to 8% on your flight if you consider stops on a Montreal to Chicago O'Hare Intl Airport flight.

How have Montreal to Chicago O'Hare Intl Airport flight prices changed over time?

As of November 2025, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 16% more expensive when compared to flights at the same time last year.

When to book flights from Montreal to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal 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 to Chicago O'Hare Intl Airport (YMQ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago O'Hare Intl Airport

Best price found

C$ 306

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montreal in the past 72 hours is C$ 306. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 606.
The fastest flight from Montreal to Chicago O'Hare Intl Airport takes 2h 35m
Direct flights go from Montreal to Chicago O'Hare Intl Airport every day.
Search flight deals

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

    The straight-line distance from Montreal to Chicago O'Hare Intl is 1213.9 km. Typically, this will take 2h 34m by plane in normal conditions.

  • When did momondo last update prices for flights from Montreal to Chicago O'Hare Intl Airport?

    Prices for flights from Montreal to Chicago O'Hare Intl Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montreal 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 to Chicago O'Hare Intl Airport?

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

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

Compare and see reviews for airlines that fly from Montreal to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom C$ 206Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 262Free CancellationRating
7.1
10,463 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 275Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 299Free CancellationRating
8.0
393 reviews
Search Porter Airlines flights

  • Porter Airlines Flights From Montreal to Chicago O'Hare Intl Airport

    The lowest priced Porter Airlines flight from Montreal to Chicago O'Hare Intl Airport from the last 72 hours was C$ 299. Generally, Porter Airlines has 6 flights on this route every week with an average price of C$ 631. Porter Airlines is rated 8.0/10 by our users.

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

    Across 9,028 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Montreal to Chicago O'Hare Intl Airport about 34 times each week, with ticket deals ranging from C$ 275 to C$ 506. Price data is based on momondo searches in the last 72 hours.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Hammond
Naperville
Glenview
Great Lakes
Wheeling
Des Plaines
Elk Grove Village
Harvard
Merrillville
Oak Brook
Elmhurst
Kenosha
Skokie
Rockford

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 recognizable 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?

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?

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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