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Cheap flights from Montreal to Chicago from C$ 215

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 29/10. 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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Cheap round-trip flights

Air Canada Logo
6:15 p.m. - 8:00 p.m.YUL-ORD
2h 45mdirect
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 344Air Canada
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Air Canada Logo
6:15 p.m. - 8:00 p.m.YUL-ORD
2h 45mdirect
Air Canada Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 351Air Canada
Find Deal
Sat, 1 Nov - Fri, 7 Nov
Air Canada Logo
8:20 a.m. - 9:51 a.m.YUL-ORD
2h 31mdirect
Air Canada Logo
8:40 a.m. - 11:54 a.m.ORD-YUL
2h 14mdirect
C$ 352Air Canada
Find Deal
Thu, 16 Oct - Sun, 19 Oct
United Airlines Logo
6:00 a.m. - 8:00 a.m.YUL-ORD
3h 00mdirect
United Airlines Logo
10:38 a.m. - 2:00 p.m.ORD-YUL
2h 22mdirect
C$ 358United Airlines
Find Deal
Fri, 21 Nov - Fri, 28 Nov
United Airlines Logo
4:55 p.m. - 6:41 p.m.YUL-ORD
2h 46mdirect
United Airlines Logo
2:08 p.m. - 5:26 p.m.ORD-YUL
2h 18mdirect
C$ 362United Airlines
Find Deal
Thu, 9 Oct - Sun, 12 Oct
Multiple Airlines Logo
4:45 p.m. - 6:45 p.m.YUL-ORD
3h 00mdirect
Multiple Airlines Logo
12:50 p.m. - 3:57 p.m.ORD-YUL
2h 07mdirect
C$ 363Multiple Airlines
Find Deal
Sat, 22 Nov - Fri, 28 Nov
Lufthansa Logo
4:55 p.m. - 6:41 p.m.YUL-ORD
2h 46mdirect
Lufthansa Logo
7:11 a.m. - 10:40 a.m.ORD-YUL
2h 29mdirect
C$ 378Lufthansa
Find Deal
Thu, 9 Oct - Sun, 12 Oct
Multiple Airlines Logo
6:00 a.m. - 8:00 a.m.YUL-ORD
3h 00mdirect
Multiple Airlines Logo
3:55 p.m. - 11:52 p.m.ORD-YUL
6h 57m1 stop
C$ 380Multiple Airlines
Find Deal
Sat, 22 Nov - Fri, 28 Nov
American Airlines Logo
3:52 p.m. - 5:52 p.m.YUL-ORD
3h 00mdirect
American Airlines Logo
6:35 p.m. - 1:46 p.m.ORD-YUL
18h 11m1 stop
C$ 404American Airlines
Find Deal
Fri, 7 Nov - Mon, 10 Nov
American Airlines Logo
3:52 p.m. - 5:52 p.m.YUL-ORD
3h 00mdirect
American Airlines Logo
6:35 p.m. - 1:46 p.m.ORD-YUL
18h 11m1 stop
C$ 417American Airlines
Find Deal
Fri, 7 Nov - Mon, 10 Nov

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
31 Oct
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 p.m.Chicago O'Hare Intl
7 Nov
ORD12:50 p.m.Chicago O'Hare Intl
2h 07m
YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 344
Find similar
Air Canada
1 Nov
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD8:00 p.m.Chicago O'Hare Intl
7 Nov
ORD12:50 p.m.Chicago O'Hare Intl
2h 07m
YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 351
Find similar
Air Canada
16 Oct
YUL8:20 a.m.Montreal Pierre Elliott Trudeau Intl
2h 31m
ORD9:51 a.m.Chicago O'Hare Intl
19 Oct
ORD8:40 a.m.Chicago O'Hare Intl
2h 14m
YUL11:54 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 352
Find similar

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

Our best United Airlines deals on Montreal to Chicago O'Hare Intl Airport flight tickets
United Airlines
21 Nov
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD8:00 a.m.Chicago O'Hare Intl
28 Nov
ORD10:38 a.m.Chicago O'Hare Intl
2h 22m
YUL2:00 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 358
Find similar
United Airlines
9 Oct
YUL4:55 p.m.Montreal Pierre Elliott Trudeau Intl
2h 46m
ORD6:41 p.m.Chicago O'Hare Intl
12 Oct
ORD2:08 p.m.Chicago O'Hare Intl
2h 18m
YUL5:26 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 362
Find similar
United Airlines
9 Oct
YUL4:55 p.m.Montreal Pierre Elliott Trudeau Intl
2h 46m
ORD6:41 p.m.Chicago O'Hare Intl
12 Oct
ORD8:50 a.m.Chicago O'Hare Intl
5h 10m
1 stop
YUL3:00 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 369
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 17 September 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

Fri 31/10

6:15 p.m.-8:00 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Fri 7/11

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

Nonstop2h 07m

C$ 344

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 1/11

6:15 p.m.-8:00 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Fri 7/11

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

Nonstop2h 07m

C$ 351

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 16/10

8:20 a.m.-9:51 a.m.

Nonstop2h 31m

Chicago O'Hare Intl

Sun 19/10

8:40 a.m.-11:54 a.m.

Nonstop2h 14m

C$ 352

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 21/11

6:00 a.m.-8:00 a.m.

Nonstop3h 00m

Chicago O'Hare Intl

Fri 28/11

10:38 a.m.-2:00 p.m.

Nonstop2h 22m

C$ 358

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/10

4:55 p.m.-6:41 p.m.

Nonstop2h 46m

Chicago O'Hare Intl

Sun 12/10

2:08 p.m.-5:26 p.m.

Nonstop2h 18m

C$ 362

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 22/11

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

Nonstop3h 00m

Chicago O'Hare Intl

Fri 28/11

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

Nonstop2h 07m

C$ 363

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 9/10

4:55 p.m.-6:41 p.m.

Nonstop2h 46m

Chicago O'Hare Intl

Sun 12/10

7:11 a.m.-10:40 a.m.

Nonstop2h 29m

C$ 378

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 22/11

6:00 a.m.-8:00 a.m.

Nonstop3h 00m

Chicago O'Hare Intl

Fri 28/11

3:55 p.m.-11:52 p.m.

1 stop6h 57m

C$ 380

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/11

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

Nonstop3h 00m

Chicago O'Hare Intl

Mon 10/11

6:35 p.m.-1:46 p.m.

1 stop18h 11m

C$ 404

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/11

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

Nonstop3h 00m

Chicago O'Hare Intl

Mon 10/11

6:35 p.m.-1:46 p.m.

1 stop18h 11m

C$ 417

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$ 392. 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$ 399.

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 Friday when prices can be found for as low as C$ 750. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, 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$ 988.

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$ 763. 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$ 1,003 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$ 525 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$ 289 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 12% 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 September 2025, prices for Montreal to Chicago O'Hare Intl Airport flights are approximately 2% cheaper 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$ 448

Fastest flight time

2h 31m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Montreal in the past 72 hours is C$ 448. The best round-trip flight deal from Montreal to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 518.
The fastest flight from Montreal to Chicago O'Hare Intl Airport takes 2h 31m
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 31m 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$ 177Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 258Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 355Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
WestJetPriceFrom C$ 450Free CancellationRating
7.2
3,095 reviews
Search WestJet flights

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

    The lowest priced United Airlines flight from Montreal to Chicago O'Hare Intl Airport from the last 72 hours was C$ 258. Generally, United Airlines has 41 flights on this route every week with an average price of C$ 354. United Airlines is rated 7.4/10 by our users.

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

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Montreal to Chicago O'Hare Intl Airport about 14 times each week, with ticket deals ranging from C$ 128 to C$ 299. 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
Hoffman Estates
Tinley Park
Munster
Hammond
Naperville
Glenview
Great Lakes
Wheeling
Des Plaines
Harvard
Merrillville
Elk Grove Village
Oak Brook
Elmhurst
Kenosha
Skokie
Rosemont
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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