Cheap flights from Chicago to Montreal from C$ 74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Montreal departing on 6/9. 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
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
Porter Airlines Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
C$ 186Porter Airlines
Find Deal
Wed, 3 Sep - Tue, 9 Sep
Porter Airlines Logo
9:15 a.m. - 4:00 p.m.MDW-YUL
5h 45m1 stop
Porter Airlines Logo
10:45 a.m. - 4:24 p.m.YUL-MDW
6h 39m1 stop
C$ 189Porter Airlines
Find Deal
Wed, 3 Sep - Tue, 9 Sep
Porter Airlines Logo
9:40 a.m. - 4:00 p.m.MDW-YUL
5h 20m1 stop
Porter Airlines Logo
10:45 a.m. - 4:24 p.m.YUL-MDW
6h 39m1 stop
C$ 196Porter Airlines
Find Deal
Tue, 19 Aug - Fri, 19 Sep
Porter Airlines Logo
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
Porter Airlines Logo
10:45 a.m. - 4:24 p.m.YUL-MDW
6h 39m1 stop
C$ 200Porter Airlines
Find Deal
Wed, 1 Oct - Tue, 7 Oct
Air Canada Logo
9:55 a.m. - 4:20 p.m.ORD-YUL
5h 25m1 stop
Air Canada Logo
8:00 a.m. - 1:14 p.m.YUL-ORD
6h 14m1 stop
C$ 202Air Canada
Find Deal
Wed, 15 Oct - Sun, 19 Oct
Air Canada Logo
8:40 a.m. - 11:57 a.m.ORD-YUL
2h 17mdirect
Air Canada Logo
8:20 a.m. - 9:51 a.m.YUL-ORD
2h 31mdirect
C$ 205Air Canada
Find Deal
Wed, 3 Sep - Tue, 9 Sep
American Airlines Logo
5:00 a.m. - 12:16 p.m.ORD-YUL
6h 16m1 stop
American Airlines Logo
2:35 p.m. - 10:59 p.m.YUL-ORD
9h 24m1 stop
C$ 234American Airlines
Find Deal
Tue, 12 Aug - Tue, 12 Aug
American Airlines Logo
5:00 a.m. - 1:30 p.m.ORD-YUL
7h 30m1 stop
American Airlines Logo
12:10 p.m. - 2:05 p.m.YUL-ORD
2h 55mdirect
C$ 271American Airlines
Find Deal
Tue, 4 Nov - Sat, 8 Nov
 Logo
9:40 a.m. - 5:20 p.m.MDW-YUL
6h 40m1 stop
 Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
C$ 282
Find Deal
Sat, 26 Jul - Tue, 29 Jul
Delta Logo
6:00 a.m. - 5:04 p.m.MDW-YUL
10h 04m1 stop
Delta Logo
12:45 p.m. - 9:44 p.m.YUL-MDW
9h 59m1 stop
C$ 299Delta
Find Deal
Fri, 10 Oct - Tue, 14 Oct

Porter Airlines flights from Chicago to Montreal

Our best Porter Airlines deals on Chicago to Montreal flight tickets
Porter Airlines
3 Sep
MDW5:20 p.m.Chicago Midway
3h 55m
1 stop
YUL10:15 p.m.Montreal Pierre Elliott Trudeau Intl
9 Sep
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
4h 14m
1 stop
MDW4:24 p.m.Chicago Midway
Porter Airlines
3 Sep
MDW9:15 a.m.Chicago Midway
5h 45m
1 stop
YUL4:00 p.m.Montreal Pierre Elliott Trudeau Intl
9 Sep
YUL10:45 a.m.Montreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW4:24 p.m.Chicago Midway
Porter Airlines
19 Aug
MDW9:40 a.m.Chicago Midway
5h 20m
1 stop
YUL4:00 p.m.Montreal Pierre Elliott Trudeau Intl
19 Sep
YUL10:45 a.m.Montreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW4:24 p.m.Chicago Midway

Air Canada flights from Chicago to Montreal

Our best Air Canada deals on Chicago to Montreal flight tickets
Air Canada
15 Oct
ORD9:55 a.m.Chicago O'Hare Intl
5h 25m
1 stop
YUL4:20 p.m.Montreal Pierre Elliott Trudeau Intl
19 Oct
YUL8:00 a.m.Montreal Pierre Elliott Trudeau Intl
6h 14m
1 stop
ORD1:14 p.m.Chicago O'Hare Intl
Air Canada
3 Sep
ORD8:40 a.m.Chicago O'Hare Intl
2h 17m
YUL11:57 a.m.Montreal Pierre Elliott Trudeau Intl
9 Sep
YUL8:20 a.m.Montreal Pierre Elliott Trudeau Intl
2h 31m
ORD9:51 a.m.Chicago O'Hare Intl
Air Canada
15 Oct
ORD9:55 a.m.Chicago O'Hare Intl
5h 25m
1 stop
YUL4:20 p.m.Montreal Pierre Elliott Trudeau Intl
19 Oct
YUL8:20 a.m.Montreal Pierre Elliott Trudeau Intl
2h 31m
ORD9:51 a.m.Chicago O'Hare Intl

See travel insights to Montreal from

How to get the cheapest flight ticket from Chicago to Montreal

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 Chicago and Montreal?

What is the cheapest month to fly to Montreal?

The cheapest month to fly to Montreal from Chicago is in September. Flight prices, which tend to average around C$ 412, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Montreal from Chicago during April instead. Flights to Montreal in April, while not as cheap as those in September, still average around C$ 431.

What is the cheapest day to depart on your flight to Montreal?

Our data shows that Sunday is the least expensive day to fly to Montreal. Tickets to fly out on this day can be as low as C$ 482. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Montreal for around C$ 1,181.

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

Our data shows that the cheapest Chicago to Montreal flights are usually those with departure times at noon. Our users have found flights to Montreal at noon for as low as C$ 368. Flights in the afternoon are often more expensive with an average ticket price of C$ 692.

What is the cheapest Chicago to Montreal flight route?

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

How far in advance should I book a flight to Montreal?

You are more likely to see cheaper flights to Montreal from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Montreal for around C$ 556 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montreal from Chicago for as low as C$ 369 on momondo.

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

There are 2 cabin classes available to choose from on Chicago to Montreal 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 Chicago to Montreal flights?

No. A direct flight is the cheapest option for a flight between Chicago to Montreal.

How have Chicago to Montreal flight prices changed over time?

As of July 2025, prices for Chicago to Montreal flights are approximately 17% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Montreal

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

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

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

Best price found

C$ 74

Fastest flight time

2h 07m

Direct flights

Every day

Airports in Montreal

1 airport
The best one-way flight to Montreal from Chicago in the past 72 hours is C$ 74. The best round-trip flight deal from Chicago to Montreal found on momondo in the last 72 hours is C$ 186.
The fastest flight from Chicago to Montreal takes 2h 07m
Direct flights go from Chicago to Montreal every day.
There is 1 airport near Montreal: Montreal Pierre Elliott Trudeau Intl (YUL)

  • How far is Chicago to Montreal by plane?

    A flight from Chicago to Montreal will travel around 1197.7 km. By plane, this route typically takes 2h 14m.

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

    Prices for flights from Chicago to Montreal are updated daily.

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

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

    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 Chicago to Montreal.

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

    The necessary travel and health documents for your Montreal 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 Chicago to Montreal?

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


Best airlines flying from Chicago to Montreal

Compare and see reviews for airlines that fly from Chicago to Montreal with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 302Free CancellationRating
7.1
9,692 reviews
Search Air Canada flights
  • Air Canada Flights From Chicago to Montreal

    Air Canada is one of the most popular airlines flying from Chicago to Montreal, operating 42 flights/week on average for this route. A good Air Canada flight deal for Chicago to Montreal starts from C$ 221 round-trip, up to an average price of C$ 494. Our users have rated Air Canada at 7.1/10.


Why use momondo?

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

It is quick and easy to find Chicago to Montreal 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 Montreal that suits you.

Can I find flights from Chicago to Montreal with flexible booking policies on momondo?

Flights from Chicago to Montreal 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 Chicago to Montreal?

Once you have performed a search for Chicago to Montreal flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Montreal right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Montreal from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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1 adult
Tue 15/7
Tue 22/7

Find better results for your trip to Canada

Fly into one of these airports located in Montreal

Airports listed have a maximum distance of 15.1 km from Montreal