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Cheap flights from Montreal to Chicago from C$ 129

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 7/9. 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

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Cheap round-trip flights

Porter Airlines Logo
10:45 a.m. - 4:24 p.m.YUL-MDW
6h 39m1 stop
Porter Airlines Logo
9:15 a.m. - 4:00 p.m.MDW-YUL
5h 45m1 stop
C$ 177Porter Airlines
Find Deal
Mon, 15 Sep - Mon, 22 Sep
Porter Airlines Logo
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
Porter Airlines Logo
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 179Porter Airlines
Find Deal
Mon, 17 Nov - Sun, 23 Nov
Air Canada Logo
8:20 a.m. - 9:51 a.m.YUL-ORD
2h 31mdirect
Air Canada Logo
3:35 p.m. - 6:50 p.m.ORD-YUL
2h 15mdirect
C$ 180Air Canada
Find Deal
Tue, 9 Sep - Sun, 14 Sep
Porter Airlines Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
Porter Airlines Logo
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
C$ 180Porter Airlines
Find Deal
Wed, 24 Sep - Sun, 28 Sep
Air Canada Logo
8:20 a.m. - 9:51 a.m.YUL-ORD
2h 31mdirect
Air Canada Logo
9:55 a.m. - 5:50 p.m.ORD-YUL
6h 55m1 stop
C$ 181Air Canada
Find Deal
Tue, 9 Sep - Sun, 14 Sep
Porter Airlines Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
Porter Airlines Logo
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
C$ 181Porter Airlines
Find Deal
Fri, 19 Sep - Mon, 22 Sep
American Airlines Logo
7:50 a.m. - 10:49 p.m.YUL-ORD
15h 59m1 stop
American Airlines Logo
8:10 a.m. - 11:36 a.m.ORD-YUL
2h 26mdirect
C$ 248American Airlines
Find Deal
Sat, 30 Aug - Tue, 2 Sep
United Airlines Logo
3:41 p.m. - 11:25 p.m.YUL-ORD
8h 44m1 stop
United Airlines Logo
7:10 a.m. - 1:09 p.m.ORD-YUL
4h 59m1 stop
C$ 263United Airlines
Find Deal
Fri, 19 Sep - Mon, 22 Sep
American Airlines Logo
5:15 p.m. - 6:50 p.m.YUL-ORD
2h 35mdirect
American Airlines Logo
1:10 p.m. - 4:33 p.m.ORD-YUL
2h 23mdirect
C$ 267American Airlines
Find Deal
Thu, 25 Sep - Sat, 27 Sep
United Airlines Logo
3:41 p.m. - 11:25 p.m.YUL-ORD
8h 44m1 stop
United Airlines Logo
6:00 p.m. - 9:29 p.m.ORD-YUL
2h 29mdirect
C$ 268United Airlines
Find Deal
Fri, 19 Sep - Mon, 22 Sep

American Airlines flights from Montreal to Chicago

Our best American Airlines deals on Montreal to Chicago flight tickets
American Airlines
30 Aug
YUL7:50 a.m.Montreal Pierre Elliott Trudeau Intl
15h 59m
1 stop
ORD10:49 p.m.Chicago O'Hare Intl
2 Sep
ORD8:10 a.m.Chicago O'Hare Intl
2h 26m
YUL11:36 a.m.Montreal Pierre Elliott Trudeau Intl
American Airlines
8 Jul
YUL10:30 a.m.Montreal Pierre Elliott Trudeau Intl
6h 16m
1 stop
ORD3:46 p.m.Chicago O'Hare Intl
15 Jul
ORD5:15 a.m.Chicago O'Hare Intl
7h 29m
1 stop
YUL1:44 p.m.Montreal Pierre Elliott Trudeau Intl
American Airlines
25 Sep
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
2h 35m
ORD6:50 p.m.Chicago O'Hare Intl
27 Sep
ORD1:10 p.m.Chicago O'Hare Intl
2h 23m
YUL4:33 p.m.Montreal Pierre Elliott Trudeau Intl

United Airlines flights from Montreal to Chicago

Our best United Airlines deals on Montreal to Chicago flight tickets
United Airlines
19 Sep
YUL3:41 p.m.Montreal Pierre Elliott Trudeau Intl
8h 44m
1 stop
ORD11:25 p.m.Chicago O'Hare Intl
22 Sep
ORD7:10 a.m.Chicago O'Hare Intl
4h 59m
1 stop
YUL1:09 p.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
19 Sep
YUL3:41 p.m.Montreal Pierre Elliott Trudeau Intl
8h 44m
1 stop
ORD11:25 p.m.Chicago O'Hare Intl
22 Sep
ORD6:00 p.m.Chicago O'Hare Intl
2h 29m
YUL9:29 p.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
19 Sep
YUL3:41 p.m.Montreal Pierre Elliott Trudeau Intl
8h 44m
1 stop
ORD11:25 p.m.Chicago O'Hare Intl
22 Sep
ORD6:00 p.m.Chicago O'Hare Intl
2h 29m
YUL9:29 p.m.Montreal Pierre Elliott Trudeau Intl

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 May is another great option to travel to Chicago, with average flight prices from Montreal averaging around C$ 427.

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 Friday when prices can be found for as low as C$ 737. 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 Monday because tickets tend to average around C$ 1,012. 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$ 790. 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$ 891 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$ 527 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$ 286 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 17% 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 July 2025, prices for Montreal to Chicago flights are approximately 24% cheaper 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$ 129

Fastest flight time

2h 31m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Montreal in the past 72 hours is C$ 129. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is C$ 177.
The fastest flight from Montreal to Chicago takes 2h 31m
Direct flights go from Montreal to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Montreal to Chicago by plane?

    There are 1197.7 km between Montreal and Chicago. 2h 31m 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
American AirlinesPriceFrom C$ 264Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Porter AirlinesPriceFrom C$ 294Free CancellationRating
8.0
298 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 302Free CancellationRating
7.1
9,678 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 351Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
WestJetPriceFrom C$ 446Free CancellationRating
7.2
2,917 reviews
Search WestJet flights
  • United Airlines Flights From Montreal to Chicago

    United Airlines flies from Montreal to Chicago around 42 times per week, with 8,861 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Montreal to Chicago in the last 72 hours was C$ 258 (round-trip), much lower than the average airfare cost of C$ 351 for United Airlines flights on this route.

  • American Airlines Flights From Montreal to Chicago

    American Airlines (7.2/10 from 10,000 reviews) operates around 4 flights from Montreal to Chicago in any given week. The average American Airlines airfare for this route is around C$ 415, with deals from around C$ 193 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
Hammond
Munster
Benton Harbor
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.


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1 adult
Tue 8/7
Tue 15/7

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