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Cheap flights from Chicago Midway Airport to Montreal from C$ 189

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 30/12. 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.
Delta Logo
6:00 a.m. - 4:57 p.m.MDW-YUL
9h 57m1 stop
Delta Logo
12:54 p.m. - 5:55 p.m.YUL-MDW
6h 01m1 stop
C$ 331Delta
Find Deal
Fri, 30 Jan - Wed, 4 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$ 342Porter Airlines
Find Deal
Thu, 9 Apr - Mon, 13 Apr
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$ 357Porter Airlines
Find Deal
Fri, 3 Apr - Thu, 9 Apr
Delta Logo
9:34 a.m. - 3:55 p.m.MDW-YUL
5h 21m1 stop
Delta Logo
7:00 a.m. - 3:23 p.m.YUL-MDW
9h 23m1 stop
C$ 370Delta
Find Deal
Thu, 12 Feb - Sun, 15 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$ 388Porter Airlines
Find Deal
Thu, 1 Jan - Thu, 8 Jan
Porter Airlines Logo
11:00 a.m. - 6:45 p.m.MDW-YUL
6h 45m1 stop
Porter Airlines Logo
11:25 a.m. - 3:20 p.m.YUL-MDW
4h 55m1 stop
C$ 389Porter Airlines
Find Deal
Tue, 31 Mar - Wed, 1 Apr
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$ 395Porter Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Porter Airlines Logo
12:45 p.m. - 6:45 p.m.MDW-YUL
5h 00m1 stop
Porter Airlines Logo
8:55 a.m. - 4:24 p.m.YUL-MDW
8h 29m1 stop
C$ 396Porter Airlines
Find Deal
Sat, 22 Nov - Thu, 28 May
Multiple Airlines Logo
11:00 a.m. - 6:45 p.m.MDW-YUL
6h 45m1 stop
Multiple Airlines Logo
6:15 p.m. - 9:51 a.m.YUL-MDW
16h 36m1 stop
C$ 401Multiple Airlines
Find Deal
Thu, 23 Apr - Sun, 26 Apr
WestJet Logo
9:50 a.m. - 11:59 p.m.MDW-YUL
13h 09m1 stop
WestJet Logo
7:30 p.m. - 10:34 a.m.YUL-MDW
16h 04m2 stops
C$ 542WestJet
Find Deal
Sat, 27 Dec - Mon, 5 Jan

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
30 Jan
MDW6:00 a.m.Chicago Midway
9h 57m
1 stop
YUL4:57 p.m.Montreal Pierre Elliott Trudeau Intl
4 Feb
YUL12:54 p.m.Montreal Pierre Elliott Trudeau Intl
6h 01m
1 stop
MDW5:55 p.m.Chicago Midway
C$ 331
Find similar
Delta
12 Feb
MDW9:34 a.m.Chicago Midway
5h 21m
1 stop
YUL3:55 p.m.Montreal Pierre Elliott Trudeau Intl
15 Feb
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
9h 23m
1 stop
MDW3:23 p.m.Chicago Midway
C$ 370
Find similar
Delta
25 Nov
MDW10:47 a.m.Chicago Midway
5h 34m
1 stop
YUL5:21 p.m.Montreal Pierre Elliott Trudeau Intl
27 Nov
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
10h 39m
1 stop
MDW4:39 p.m.Chicago Midway
C$ 509
Find similar

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
9 Apr
MDW4:15 p.m.Chicago Midway
5h 30m
1 stop
YUL10:45 p.m.Montreal Pierre Elliott Trudeau Intl
13 Apr
YUL11:25 a.m.Montreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 p.m.Chicago Midway
C$ 342
Find similar
Porter Airlines
3 Apr
MDW11:00 a.m.Chicago Midway
5h 45m
1 stop
YUL5:45 p.m.Montreal Pierre Elliott Trudeau Intl
9 Apr
YUL11:25 a.m.Montreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 p.m.Chicago Midway
C$ 357
Find similar
Porter Airlines
1 Jan
MDW4:15 p.m.Chicago Midway
5h 30m
1 stop
YUL10:45 p.m.Montreal Pierre Elliott Trudeau Intl
8 Jan
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 a.m.Chicago Midway
C$ 388
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 3 November 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

Fri 30/1

6:00 a.m.-4:57 p.m.

1 stop9h 57m

Montreal Pierre Elliott Trudeau Intl

Wed 4/2

12:54 p.m.-5:55 p.m.

1 stop6h 01m

C$ 331

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 9/4

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 13/4

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

1 stop4h 55m

C$ 342

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 3/4

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

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

1 stop4h 55m

C$ 357

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 12/2

9:34 a.m.-3:55 p.m.

1 stop5h 21m

Montreal Pierre Elliott Trudeau Intl

Sun 15/2

7:00 a.m.-3:23 p.m.

1 stop9h 23m

C$ 370

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 1/1

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Thu 8/1

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

1 stop4h 20m

C$ 388

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 31/3

11:00 a.m.-6:45 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Wed 1/4

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

1 stop4h 55m

C$ 389

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/12

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 7/12

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

1 stop4h 20m

C$ 395

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 22/11

12:45 p.m.-6:45 p.m.

1 stop5h 00m

Montreal Pierre Elliott Trudeau Intl

Thu 28/5

8:55 a.m.-4:24 p.m.

1 stop8h 29m

C$ 396

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 23/4

11:00 a.m.-6:45 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Sun 26/4

6:15 p.m.-9:51 a.m.

1 stop16h 36m

C$ 401

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 27/12

9:50 a.m.-11:59 p.m.

1 stop13h 09m

Montreal Pierre Elliott Trudeau Intl

Mon 5/1

7:30 p.m.-10:34 a.m.

2 stops16h 04m

C$ 542

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 Wednesday when prices can be found for as low as C$ 300. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday 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$ 668.

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$ 368. 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 afternoon because they tend to be around C$ 675. 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

Direct flights

None
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.
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  • 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 4h 30m, 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
Sherbrooke
Trois-Rivières
Brossard
Dorval
Drummondville
Cornwall
North Hatley
Longueuil
Magog
Saint-Sauveur
Bromont
Saint-Jean-sur-Richelieu
Boucherville
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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