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Cheap flights from Chicago Midway Airport to Montreal from C$ 76

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 Midway Airport to Montreal departing on 10/2. 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 Chicago Midway Airport to Montreal

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
C$ 280Porter Airlines
Wed, 18 Feb - Fri, 20 Feb
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
C$ 321Porter Airlines
Fri, 13 Feb - Mon, 16 Feb
Delta Logo
6:00 a.m. - 4:53 p.m.
MDW
-
YUL
9h 53m1 stop
Delta Logo
6:00 a.m. - 12:46 p.m.
YUL
-
MDW
7h 46m1 stop
C$ 327Delta
Thu, 12 Feb - Sun, 15 Feb
Porter Airlines Logo
11:05 a.m. - 4:30 p.m.
MDW
-
YUL
4h 25m1 stop
Porter Airlines Logo
6:45 a.m. - 10:10 a.m.
YUL
-
MDW
4h 25m1 stop
C$ 328Porter Airlines
Fri, 6 Feb - Mon, 9 Feb
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m1 stop
C$ 336Porter Airlines
Fri, 30 Jan - Fri, 6 Feb
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m1 stop
Porter Airlines Logo
11:25 a.m. - 3:20 p.m.
YUL
-
MDW
4h 55m1 stop
C$ 340Porter Airlines
Mon, 13 Apr - Sun, 19 Apr
Delta Logo
4:30 p.m. - 11:50 p.m.
MDW
-
YUL
6h 20m1 stop
Delta Logo
7:00 a.m. - 11:59 a.m.
YUL
-
MDW
5h 59m1 stop
C$ 342Delta
Sat, 7 Feb - Wed, 11 Feb
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m1 stop
Porter Airlines Logo
11:25 a.m. - 3:20 p.m.
YUL
-
MDW
4h 55m1 stop
C$ 343Porter Airlines
Wed, 25 Feb - Sun, 1 Mar
Multiple Airlines Logo
4:15 p.m. - 12:38 a.m.
MDW
-
YUL
7h 23m1 stop
Multiple Airlines Logo
10:15 a.m. - 3:20 p.m.
YUL
-
MDW
6h 05m1 stop
C$ 350Multiple Airlines
Fri, 13 Feb - Sun, 15 Feb
Porter Airlines Logo
11:05 a.m. - 5:45 p.m.
MDW
-
YUL
5h 40m1 stop
Porter Airlines Logo
10:15 a.m. - 3:20 p.m.
YUL
-
MDW
6h 05m1 stop
C$ 366Porter Airlines
Thu, 12 Feb - Mon, 16 Feb

Porter Airlines flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Our best Porter Airlines deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Porter Airlines
13 Feb
MDW4:15 p.m.Chicago Midway
5h 30m
1 stop
YUL10:45 p.m.Montreal Pierre Elliott Trudeau Intl
16 Feb
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 a.m.Chicago Midway
C$ 321
Find similar
Porter Airlines
6 Feb
MDW11:05 a.m.Chicago Midway
4h 25m
1 stop
YUL4:30 p.m.Montreal Pierre Elliott Trudeau Intl
9 Feb
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
4h 25m
1 stop
MDW10:10 a.m.Chicago Midway
C$ 328
Find similar
Porter Airlines
30 Jan
MDW11:00 a.m.Chicago Midway
4h 30m
1 stop
YUL4:30 p.m.Montreal Pierre Elliott Trudeau Intl
6 Feb
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 a.m.Chicago Midway
C$ 336
Find similar

Delta flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Our best Delta deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Delta
12 Feb
MDW6:00 a.m.Chicago Midway
9h 53m
1 stop
YUL4:53 p.m.Montreal Pierre Elliott Trudeau Intl
15 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 327
Find similar
Delta
7 Feb
MDW4:30 p.m.Chicago Midway
6h 20m
1 stop
YUL11:50 p.m.Montreal Pierre Elliott Trudeau Intl
8 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 342
Find similar
Delta
30 Jan
MDW9:33 a.m.Chicago Midway
5h 23m
1 stop
YUL3:56 p.m.Montreal Pierre Elliott Trudeau Intl
6 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 413
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau 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 18 December 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 18/2

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

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Fri 20/2

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

1 stop4h 20m

C$ 280

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 13/2

4:15 p.m.-10:45 p.m.

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 16/2

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

1 stop4h 20m

C$ 321

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 12/2

6:00 a.m.-4:53 p.m.

1 stop9h 53m

Montreal Pierre Elliott Trudeau Intl

Sun 15/2

6:00 a.m.-12:46 p.m.

1 stop7h 46m

C$ 327

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 6/2

11:05 a.m.-4:30 p.m.

1 stop4h 25m

Montreal Pierre Elliott Trudeau Intl

Mon 9/2

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

1 stop4h 25m

C$ 328

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 30/1

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

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Fri 6/2

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

1 stop4h 20m

C$ 336

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 13/4

4:15 p.m.-10:45 p.m.

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 340

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 7/2

4:30 p.m.-11:50 p.m.

1 stop6h 20m

Montreal Pierre Elliott Trudeau Intl

Wed 11/2

7:00 a.m.-11:59 a.m.

1 stop5h 59m

C$ 342

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 25/2

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Sun 1/3

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 343

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 13/2

4:15 p.m.-12:38 a.m.

1 stop7h 23m

Montreal Pierre Elliott Trudeau Intl

Sun 15/2

10:15 a.m.-3:20 p.m.

1 stop6h 05m

C$ 350

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 12/2

11:05 a.m.-5:45 p.m.

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

Mon 16/2

10:15 a.m.-3:20 p.m.

1 stop6h 05m

C$ 366

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Montreal from

How to get the cheapest flight ticket from Chicago Midway Airport to Montreal Pierre Elliott Trudeau 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 cheapest day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

The cheapest day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport is on a Monday when prices can be found for as low as C$ 306. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 683.

What is the cheapest time of day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport when you can find flight prices for as low as C$ 304. Flying to Montreal Pierre Elliott Trudeau Intl Airport at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around C$ 534. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

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

Cheap Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport (MDW to YUL) flight deals and tips

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

Fastest flight time

3h 55m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport takes 3h 55m
There are no direct flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport. There are no popular flight routes from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport.
Search flight deals

  • How far is Chicago Midway to Montreal Pierre Elliott Trudeau Intl by plane?

    The distance between Chicago Midway and Montreal Pierre Elliott Trudeau Intl is about 1195.5 km. Flights usually cover this in 3h 55m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau 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 Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport.

  • What documentation or ID do you need to fly to Montreal Pierre Elliott Trudeau Intl Airport?

    The travel and health documents you'll need for your trip to Montreal Pierre Elliott Trudeau Intl 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 Montreal Pierre Elliott Trudeau Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Montreal?

Book flights to Montreal if you plan to visit one of these locations
Laval
Montebello
Trois-Rivières
Sherbrooke
Brossard
Longueuil
Boucherville
Dorval
North Hatley
Cornwall
Drummondville
Magog
Saint-Sauveur
Bromont
Saint-Jean-sur-Richelieu
Sutton
Waterloo

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?

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 Chicago to Montreal.

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

Yes. momondo can track prices for Chicago to Montreal 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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