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Cheap flights from Montreal to Chicago Midway Airport from C$ 197

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 Midway Airport departing on 29/11. 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

These are some of the best round-trip flight deals from Montreal to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Montreal to Chicago.

Cheap last-minute flights

Planning a quick getaway from Montreal to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Montreal to Chicago

Find recent round-trip train or bus tickets from Montreal to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:50 a.m. - 10:20 a.m.YUL-MDW
4h 30m1 stop
12:55 p.m. - 6:15 p.m.MDW-YUL
4h 20m1 stop
C$ 312Porter Airlines
Find Deal
Fri, 29 Nov - Sat, 30 Nov
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
11:15 a.m. - 4:45 p.m.MDW-YUL
4h 30m1 stop
C$ 319Porter Airlines
Find Deal
Mon, 25 Nov - Wed, 27 Nov
10:45 a.m. - 4:40 p.m.YUL-MDW
6h 55m1 stop
12:05 p.m. - 7:20 p.m.MDW-YUL
6h 15m1 stop
C$ 324Porter Airlines
Find Deal
Thu, 28 Nov - Mon, 2 Dec
6:50 a.m. - 10:20 a.m.YUL-MDW
4h 30m1 stop
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 325Porter Airlines
Find Deal
Wed, 20 Nov - Tue, 26 Nov
7:10 a.m. - 12:49 p.m.YUL-MDW
6h 39m1 stop
1:30 p.m. - 11:11 p.m.MDW-YUL
8h 41m1 stop
C$ 382Delta
Find Deal
Tue, 3 Dec - Fri, 13 Dec
7:10 a.m. - 12:49 p.m.YUL-MDW
6h 39m1 stop
9:31 a.m. - 4:22 p.m.MDW-YUL
5h 51m1 stop
C$ 399Delta
Find Deal
Tue, 19 Nov - Wed, 27 Nov
6:30 p.m. - 10:12 a.m.YUL-MDW
16h 42m2 stops
6:59 p.m. - 11:36 p.m.MDW-YUL
27h 37m1 stop
C$ 456WestJet
Find Deal
Fri, 7 Feb - Sun, 9 Feb
6:45 a.m. - 9:50 a.m.YUL-MDW
28h 05m2 stops
12:44 p.m. - 4:59 p.m.MDW-YUL
27h 15m1 stop
C$ 463WestJet
Find Deal
Tue, 3 Dec - Sat, 7 Dec
12:50 p.m. - 5:54 p.m.YUL-MDW
6h 04m1 stop
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 478
Find Deal
Thu, 21 Nov - Sun, 24 Nov
6:30 p.m. - 9:50 a.m.YUL-MDW
16h 20m2 stops
5:35 p.m. - 10:30 p.m.MDW-YUL
3h 55m1 stop
C$ 480
Find Deal
Fri, 6 Dec - Sun, 8 Dec
6:50 a.m. - 10:20 a.m.YUL-MDW
4h 30m1 stop
C$ 197Porter Airlines
Find Deal
Fri, 29 Nov
6:50 a.m. - 10:20 a.m.YUL-MDW
4h 30m1 stop
C$ 199Porter Airlines
Find Deal
Mon, 25 Nov
6:50 a.m. - 11:10 a.m.YUL-MDW
5h 20m1 stop
C$ 208Porter Airlines
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Wed, 4 Dec
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
C$ 212Porter Airlines
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Sun, 15 Dec
6:00 a.m. - 1:35 p.m.YUL-MDW
8h 35m1 stop
C$ 272WestJet
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Tue, 19 Nov
1:30 p.m. - 11:08 a.m.YUL-MDW
22h 38m2 stops
C$ 286WestJet
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Thu, 19 Dec
6:45 a.m. - 10:02 p.m.YUL-MDW
16h 17m2 stops
C$ 332
Find Deal
Sun, 15 Dec
6:45 a.m. - 8:46 p.m.YUL-MDW
15h 01m2 stops
C$ 393
Find Deal
Fri, 15 Nov
6:05 a.m. - 5:02 p.m.YUL-MDW
11h 57m2 stops
C$ 496Delta
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Mon, 25 Nov
12:50 p.m. - 9:46 p.m.YUL-MDW
9h 56m1 stop
C$ 605Delta
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Fri, 15 Nov
6:50 a.m. - 12:00 p.m.YUL-MDW
6h 10m1 stop
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 559Porter Airlines
Find Deal
Sat, 9 Nov - Tue, 19 Nov
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 594Porter Airlines
Find Deal
Fri, 8 Nov - Mon, 18 Nov
10:45 a.m. - 4:40 p.m.YUL-MDW
6h 55m1 stop
11:15 a.m. - 6:00 p.m.MDW-YUL
5h 45m1 stop
C$ 625Porter Airlines
Find Deal
Thu, 7 Nov - Tue, 12 Nov
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
11:15 a.m. - 4:45 p.m.MDW-YUL
4h 30m1 stop
C$ 629Porter Airlines
Find Deal
Thu, 7 Nov - Mon, 11 Nov
12:45 p.m. - 9:59 a.m.YUL-MDW
22h 14m1 stop
10:49 a.m. - 11:36 a.m.MDW-YUL
23h 47m1 stop
C$ 635WestJet
Find Deal
Wed, 6 Nov - Sat, 9 Nov
6:45 a.m. - 9:38 p.m.YUL-MDW
15h 53m2 stops
12:43 p.m. - 11:59 p.m.MDW-YUL
10h 16m1 stop
C$ 637WestJet
Find Deal
Sat, 9 Nov - Wed, 20 Nov
6:50 a.m. - 12:00 p.m.YUL-MDW
6h 10m1 stop
2:17 p.m. - 11:33 p.m.MDW-YUL
8h 16m1 stop
C$ 640
Find Deal
Sat, 9 Nov - Wed, 20 Nov
11:50 a.m. - 4:40 p.m.YUL-MDW
5h 50m1 stop
10:32 p.m. - 4:35 p.m.MDW-YUL
17h 03m1 stop
C$ 668
Find Deal
Thu, 7 Nov - Mon, 11 Nov
7:05 a.m. - 5:03 p.m.YUL-MDW
10h 58m2 stops
2:17 p.m. - 11:33 p.m.MDW-YUL
8h 16m1 stop
C$ 1,409Delta
Find Deal
Sat, 9 Nov - Mon, 11 Nov
7:05 a.m. - 5:03 p.m.YUL-MDW
10h 58m2 stops
12:43 p.m. - 11:59 p.m.MDW-YUL
10h 16m1 stop
C$ 1,647Delta
Find Deal
Thu, 7 Nov - Tue, 12 Nov

Porter Airlines flights from Montreal to Chicago Midway Airport

Our best Porter Airlines deals on Montreal to Chicago Midway Airport flight tickets
Porter Airlines
29 Nov
YUL6:50 a.m.Montreal Pierre Elliott Trudeau Intl
4h 30m
1 stop
MDW10:20 a.m.Chicago Midway
30 Nov
MDW12:55 p.m.Chicago Midway
4h 20m
1 stop
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
Porter Airlines
25 Nov
YUL11:50 a.m.Montreal Pierre Elliott Trudeau Intl
5h 50m
1 stop
MDW4:40 p.m.Chicago Midway
27 Nov
MDW11:15 a.m.Chicago Midway
4h 30m
1 stop
YUL4:45 p.m.Montreal Pierre Elliott Trudeau Intl
Porter Airlines
28 Nov
YUL10:45 a.m.Montreal Pierre Elliott Trudeau Intl
6h 55m
1 stop
MDW4:40 p.m.Chicago Midway
2 Dec
MDW12:05 p.m.Chicago Midway
6h 15m
1 stop
YUL7:20 p.m.Montreal Pierre Elliott Trudeau Intl

Delta flights from Montreal to Chicago Midway Airport

Our best Delta deals on Montreal to Chicago Midway Airport flight tickets
Delta
3 Dec
YUL7:10 a.m.Montreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW12:49 p.m.Chicago Midway
13 Dec
MDW1:30 p.m.Chicago Midway
8h 41m
1 stop
YUL11:11 p.m.Montreal Pierre Elliott Trudeau Intl
Delta
19 Nov
YUL7:10 a.m.Montreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW12:49 p.m.Chicago Midway
27 Nov
MDW9:31 a.m.Chicago Midway
5h 51m
1 stop
YUL4:22 p.m.Montreal Pierre Elliott Trudeau Intl
Delta
19 Nov
YUL12:50 p.m.Montreal Pierre Elliott Trudeau Intl
5h 12m
1 stop
MDW5:02 p.m.Chicago Midway
25 Nov
MDW1:30 p.m.Chicago Midway
8h 41m
1 stop
YUL11:11 p.m.Montreal Pierre Elliott Trudeau Intl

How to get the cheapest flight ticket from Montreal to Chicago Midway 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 Midway Airport?

What is the cheapest month to fly from Montreal to Chicago Midway Airport?

December. The cheapest time of year to fly to Chicago Midway Airport from Montreal is December. The most expensive is October.

What is the cheapest day to depart Montreal for Chicago Midway Airport?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Saturday

When is the cheapest time to fly from Montreal to Chicago Midway Airport?

In the afternoon. Montreal to Chicago Midway Airport flights are approximately 5% more expensive in the morning than in the afternoon

What is the cheapest airline that flies to Chicago Midway Airport from Montreal?

Porter Airlines. Porter Airlines is the most popular carrier operating from Montreal to Chicago Midway Airport

Can stopping save me money on Montreal to Chicago Midway Airport flights?

You could potentially save up to 31% on your flight if you consider stops on a Montreal to Chicago Midway Airport flight.

When to book flights from Montreal to Chicago Midway Airport

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

Cheap Montreal to Chicago Midway Airport (YMQ to MDW) flight deals and tips

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

Best price found

C$ 197

Fastest flight time

4h 05m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Montreal in the past 72 hours is C$ 197. The best round-trip flight deal from Montreal to Chicago Midway Airport found on momondo in the last 72 hours is C$ 312.
The fastest flight from Montreal to Chicago Midway Airport takes 4h 05m
There are no direct flights from Montreal to Chicago Midway Airport. Popular non-direct route for this connection is Montreal Pierre Elliott Trudeau Intl Airport - Chicago Midway Airport.

  • How far is Montreal to Chicago Midway by plane?

    A flight from Montreal to Chicago Midway will travel around 1210.7 km. Typically, this will take 4h 05m by plane in normal conditions.

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

    Prices for flights from Montreal to Chicago Midway Airport are updated daily.

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

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

    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 Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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


Best airlines flying from Montreal to Chicago Midway Airport

Compare and see reviews for airlines that fly from Montreal to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 313Free CancellationRating
7.8
293 reviews
Search Porter Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Montreal to Chicago for you.

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

Flights from Montreal to Chicago 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 Montreal to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Montreal to Chicago.

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

Yes. momondo can track prices for Montreal to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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