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Cheap flights from Chicago Midway Airport to Montreal from C$ 85

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 27/3. 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
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 267Porter Airlines
Wed, 8 Apr - Fri, 10 Apr
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m
1 stop
C$ 268Porter Airlines
Thu, 23 Apr - Mon, 27 Apr
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m
1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.
YUL
-
MDW
4h 20m
1 stop
C$ 269Porter Airlines
Fri, 3 Apr - Mon, 6 Apr
Porter Airlines Logo
11:00 a.m. - 6:15 p.m.
MDW
-
YUL
6h 15m
1 stop
Porter Airlines Logo
8:55 a.m. - 11:50 a.m.
YUL
-
MDW
3h 55m
1 stop
C$ 271Porter Airlines
Tue, 14 Apr - Sat, 18 Apr
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 280Porter Airlines
Thu, 16 Apr - Sun, 19 Apr
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 282Porter Airlines
Wed, 8 Apr - Sun, 12 Apr
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 284Porter Airlines
Thu, 9 Apr - Sun, 12 Apr
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 286Porter Airlines
Fri, 17 Apr - Sun, 19 Apr
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 293Porter Airlines
Tue, 14 Apr - Sun, 19 Apr
Porter Airlines Logo
4:15 p.m. - 10:45 p.m.
MDW
-
YUL
5h 30m
1 stop
Porter Airlines Logo
8:55 a.m. - 3:20 p.m.
YUL
-
MDW
7h 25m
1 stop
C$ 294Porter Airlines
Wed, 8 Apr - Sun, 12 Apr

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
8 Apr
MDW4:15 p.m.Chicago Midway
5h 30m
1 stop
YUL10:45 p.m.Montreal Pierre Elliott Trudeau Intl
10 Apr
YUL8:55 a.m.Montreal Pierre Elliott Trudeau Intl
7h 25m
1 stop
MDW3:20 p.m.Chicago Midway
C$ 267
Porter Airlines
23 Apr
MDW11:00 a.m.Chicago Midway
4h 30m
1 stop
YUL4:30 p.m.Montreal Pierre Elliott Trudeau Intl
27 Apr
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 a.m.Chicago Midway
C$ 268
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
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 a.m.Chicago Midway
C$ 273

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
14 Mar
MDW2:05 p.m.Chicago Midway
8h 35m
1 stop
YUL11:40 p.m.Montreal Pierre Elliott Trudeau Intl
21 Mar
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 29m
1 stop
MDW12:29 p.m.Chicago Midway
C$ 325
Delta
12 Mar
MDW6:00 a.m.Chicago Midway
10h 31m
1 stop
YUL5:31 p.m.Montreal Pierre Elliott Trudeau Intl
16 Mar
YUL12:50 p.m.Montreal Pierre Elliott Trudeau Intl
6h 04m
1 stop
MDW5:54 p.m.Chicago Midway
C$ 364
Delta
20 Feb
MDW1:26 p.m.Chicago Midway
9h 00m
1 stop
YUL11:26 p.m.Montreal Pierre Elliott Trudeau Intl
23 Feb
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 p.m.Chicago Midway
C$ 697

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 6 February 2026.
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 8/4

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Fri 10/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 267

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 23/4

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Mon 27/4

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

1 stop4h 20m

C$ 268

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 3/4

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 6/4

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

1 stop4h 20m

C$ 269

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 14/4

11:00 a.m.-6:15 p.m.

1 stop6h 15m

Montreal Pierre Elliott Trudeau Intl

Sat 18/4

8:55 a.m.-11:50 a.m.

1 stop3h 55m

C$ 271

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 16/4

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 280

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 8/4

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 12/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 282

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

Sun 12/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 284

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 17/4

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 286

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 14/4

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

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 293

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 8/4

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

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 12/4

8:55 a.m.-3:20 p.m.

1 stop7h 25m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest 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 Friday when prices can be found for as low as C$ 266. 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$ 678.

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

In the afternoon 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$ 293. Flying to Montreal Pierre Elliott Trudeau Intl Airport in the afternoon 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$ 510. 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 39m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport takes 3h 39m
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 39m, 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
Trois-Rivières
Montebello
Sherbrooke
Brossard
Longueuil
Cornwall
Dorval
Boucherville
North Hatley
Magog
Saint-Sauveur
Drummondville
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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