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Cheap flights from Montreal to Chicago from C$ 135

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 19/2. 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.
United Airlines Logo
4:45 p.m. - 6:51 p.m.
YUL
-
ORD
3h 06mdirect
United Airlines Logo
10:35 a.m. - 2:00 p.m.
ORD
-
YUL
2h 25mdirect
C$ 261United Airlines
Fri, 6 Feb - Mon, 9 Feb
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m1 stop
C$ 261Porter Airlines
Thu, 19 Feb - Mon, 23 Feb
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m1 stop
C$ 263Porter Airlines
Thu, 19 Feb - Mon, 23 Feb
United Airlines Logo
4:45 p.m. - 6:51 p.m.
YUL
-
ORD
3h 06mdirect
United Airlines Logo
2:27 p.m. - 9:42 p.m.
ORD
-
YUL
6h 15m1 stop
C$ 263United Airlines
Fri, 6 Feb - Tue, 10 Feb
Lufthansa Logo
7:00 a.m. - 12:05 p.m.
YUL
-
ORD
6h 05m1 stop
Lufthansa Logo
5:52 p.m. - 9:17 p.m.
ORD
-
YUL
2h 25mdirect
C$ 264Lufthansa
Thu, 5 Feb - Sun, 8 Feb
United Airlines Logo
3:00 p.m. - 8:13 p.m.
YUL
-
ORD
6h 13m1 stop
United Airlines Logo
7:10 a.m. - 1:28 p.m.
ORD
-
YUL
5h 18m1 stop
C$ 270United Airlines
Fri, 6 Feb - Tue, 10 Feb
Lufthansa Logo
6:00 a.m. - 8:00 a.m.
YUL
-
ORD
3h 00mdirect
Lufthansa Logo
10:35 a.m. - 2:00 p.m.
ORD
-
YUL
2h 25mdirect
C$ 274Lufthansa
Sat, 21 Feb - Mon, 23 Feb
American Airlines Logo
3:50 p.m. - 5:50 p.m.
YUL
-
ORD
3h 00mdirect
American Airlines Logo
9:54 a.m. - 3:20 p.m.
ORD
-
YUL
4h 26m1 stop
C$ 275American Airlines
Tue, 3 Feb - Tue, 10 Feb
Air Canada Logo
6:25 p.m. - 8:10 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
7:15 a.m. - 10:20 a.m.
ORD
-
YUL
2h 05mdirect
C$ 282Air Canada
Sat, 24 Jan - Sat, 21 Feb
Air Canada Logo
6:25 p.m. - 8:10 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
12:50 p.m. - 4:01 p.m.
ORD
-
YUL
2h 11mdirect
C$ 285Air Canada
Sat, 24 Jan - Sat, 21 Feb

American Airlines flights from Montreal to Chicago

Our best American Airlines deals on Montreal to Chicago flight tickets
American Airlines
3 Feb
YUL3:50 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 p.m.Chicago O'Hare Intl
10 Feb
ORD9:54 a.m.Chicago O'Hare Intl
4h 26m
1 stop
YUL3:20 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 275
American Airlines
6 Feb
YUL3:59 p.m.Montreal Pierre Elliott Trudeau Intl
6h 33m
1 stop
ORD9:32 p.m.Chicago O'Hare Intl
8 Feb
ORD6:42 a.m.Chicago O'Hare Intl
7h 38m
1 stop
YUL3:20 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 289
American Airlines
31 Jan
YUL3:50 p.m.Montreal Pierre Elliott Trudeau Intl
3h 00m
ORD5:50 p.m.Chicago O'Hare Intl
4 Feb
ORD10:10 a.m.Chicago O'Hare Intl
11h 34m
1 stop
YUL10:44 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 329

Delta flights from Montreal to Chicago

Our best Delta deals on Montreal to Chicago flight tickets
Delta
13 Feb
YUL4:45 p.m.Montreal Pierre Elliott Trudeau Intl
4h 59m
1 stop
ORD8:44 p.m.Chicago O'Hare Intl
20 Feb
ORD5:37 p.m.Chicago O'Hare Intl
4h 49m
1 stop
YUL11:26 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 286
Delta
11 Feb
YUL12:54 p.m.Montreal Pierre Elliott Trudeau Intl
6h 01m
1 stop
MDW5:55 p.m.Chicago Midway
18 Feb
MDW1:28 p.m.Chicago Midway
8h 42m
1 stop
YUL11:10 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 299
Delta
13 Feb
YUL4:45 p.m.Montreal Pierre Elliott Trudeau Intl
4h 59m
1 stop
ORD8:44 p.m.Chicago O'Hare Intl
22 Feb
ORD6:30 a.m.Chicago O'Hare Intl
8h 25m
1 stop
YUL3:55 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 300

momondo Fare Finder

 
Customize your flight search to find flights from Montreal to Chicago 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 8 January 2026.
Use the filters below to find and compare flights from Montreal to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 6/2

4:45 p.m.-6:51 p.m.

Nonstop3h 06m

Chicago O'Hare Intl

Mon 9/2

10:35 a.m.-2:00 p.m.

Nonstop2h 25m

C$ 261

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 19/2

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Mon 23/2

11:00 a.m.-5:45 p.m.

1 stop5h 45m

C$ 261

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 19/2

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Mon 23/2

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 263

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 6/2

4:45 p.m.-6:51 p.m.

Nonstop3h 06m

Chicago O'Hare Intl

Tue 10/2

2:27 p.m.-9:42 p.m.

1 stop6h 15m

C$ 263

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

7:00 a.m.-12:05 p.m.

1 stop6h 05m

Chicago O'Hare Intl

Sun 8/2

5:52 p.m.-9:17 p.m.

Nonstop2h 25m

C$ 264

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 6/2

3:00 p.m.-8:13 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Tue 10/2

7:10 a.m.-1:28 p.m.

1 stop5h 18m

C$ 270

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 21/2

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

Nonstop3h 00m

Chicago O'Hare Intl

Mon 23/2

10:35 a.m.-2:00 p.m.

Nonstop2h 25m

C$ 274

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 3/2

3:50 p.m.-5:50 p.m.

Nonstop3h 00m

Chicago O'Hare Intl

Tue 10/2

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

1 stop4h 26m

C$ 275

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 24/1

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

Nonstop2h 45m

Chicago O'Hare Intl

Sat 21/2

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

Nonstop2h 05m

C$ 282

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 24/1

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

Nonstop2h 45m

Chicago O'Hare Intl

Sat 21/2

12:50 p.m.-4:01 p.m.

Nonstop2h 11m

C$ 285

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

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?

What is the cheapest month to fly to Chicago?

The month of March is another great option to travel to Chicago, with average flight prices from Montreal averaging around C$ 391.

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 C$ 709. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 951. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Montreal to Chicago when you can find flight prices for as low as C$ 736. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,116 per ticket.

What is the cheapest Montreal to Chicago flight route?

Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal - 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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 486 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montreal for as low as C$ 293 on momondo.

What cabin class options are available on Montreal to Chicago flights?

There are 4 cabin classes available to choose from on Montreal 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 to Chicago flights?

You could potentially save up to 19% on your flight if you consider stops on a Montreal to Chicago flight.

How have Montreal to Chicago flight prices changed over time?

As of January 2026, prices for Montreal to Chicago flights are approximately 28% more expensive when compared to flights at the same time last year.

When to book flights from Montreal to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Montreal to Chicago (YMQ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago

Best price found

C$ 296

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is C$ 296. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is C$ 585.
The fastest flight from Montreal to Chicago takes 2h 35m
Direct flights go from Montreal to Chicago every day.
There are 3 airports in Chicago. From Montreal there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Montreal to Chicago by plane?

    There are 1197.7 km between Montreal and Chicago. 2h 35m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Montreal to Chicago?

    Prices for flights from Montreal to Chicago were last updated today.

  • How many operators does momondo search for flights from Montreal to Chicago?

  • How old do you have to be to fly from Montreal to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Montreal to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Montreal to Chicago?

  • What is the most popular airline from Montreal to Chicago?

Best airlines flying from Montreal to Chicago

Compare and see reviews for airlines that fly from Montreal to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 189Free CancellationRating
8.0
406 reviews
Search Porter Airlines flights
American AirlinesPriceFrom C$ 203Free CancellationRating
7.2
11,095 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 258Free CancellationRating
7.1
10,603 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 271Free CancellationRating
7.4
9,141 reviews
Search United Airlines flights

  • Porter Airlines Flights From Montreal to Chicago

    Porter Airlines flies from Montreal to Chicago around 7 times per week, with 406 momondo users rating the airline 8.0/10. The cheapest Porter Airlines deal from Montreal to Chicago in the last 72 hours was C$ 189 (round-trip), much lower than the average airfare cost of C$ 503 for Porter Airlines flights on this route.

  • United Airlines Flights From Montreal to Chicago

    United Airlines (7.4/10 from 9,141 reviews) operates around 31 flights from Montreal to Chicago in any given week. The average United Airlines airfare for this route is around C$ 518, with deals from around C$ 271 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight 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
Munster
Hammond
Merrillville

Why use momondo?

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

It is quick and easy to find Montreal to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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?

momondo provides multiple filters to help you find the best flight to Chicago from Montreal. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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 trip

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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 25.6 km from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport