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Cheap flights from Chicago Midway Airport to Montreal from C$ 209

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 30/7. 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
1 adult, Economy, 0 bags

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
10:20 a.m. - 6:10 p.m.
MDW
-
YUL
6h 50m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 417Porter Airlines
Sun, 9 Aug - Wed, 12 Aug
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
MDW
-
YUL
3h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 422Porter Airlines
Sun, 12 Jul - Wed, 15 Jul
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 423Porter Airlines
Tue, 14 Jul - Wed, 15 Jul
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
MDW
-
YUL
3h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 427Porter Airlines
Sun, 12 Jul - Tue, 14 Jul
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 429Porter Airlines
Tue, 14 Jul - Wed, 15 Jul
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 430Porter Airlines
Tue, 4 Aug - Tue, 11 Aug
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 431Porter Airlines
Tue, 4 Aug - Tue, 11 Aug
Porter Airlines Logo
3:15 p.m. - 10:10 p.m.
MDW
-
YUL
5h 55m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 434Porter Airlines
Wed, 19 Aug - Sun, 23 Aug
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
MDW
-
YUL
3h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 436Porter Airlines
Sun, 19 Jul - Wed, 29 Jul
Porter Airlines Logo
3:20 p.m. - 10:10 p.m.
MDW
-
YUL
5h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 437Porter Airlines
Wed, 22 Jul - Fri, 24 Jul

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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 Aug
MDW10:20 a.m.Chicago Midway
6h 50m
1 stop
YUL6:10 p.m.Montreal Pierre Elliott Trudeau Intl
12 Aug
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 a.m.Chicago Midway
C$ 417
Porter Airlines
12 Jul
MDW3:20 p.m.Chicago Midway
3h 50m
1 stop
YUL8:10 p.m.Montreal Pierre Elliott Trudeau Intl
15 Jul
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
C$ 422
Porter Airlines
14 Jul
MDW10:25 a.m.Chicago Midway
6h 45m
1 stop
YUL6:10 p.m.Montreal Pierre Elliott Trudeau Intl
15 Jul
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
C$ 423

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
7 Jul
MDW1:18 p.m.Chicago Midway
9h 07m
1 stop
YUL11:25 p.m.Montreal Pierre Elliott Trudeau Intl
11 Jul
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 38m
1 stop
MDW12:38 p.m.Chicago Midway
C$ 542
Delta
10 Jul
MDW1:18 p.m.Chicago Midway
9h 07m
1 stop
YUL11:25 p.m.Montreal Pierre Elliott Trudeau Intl
14 Jul
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 38m
1 stop
MDW12:38 p.m.Chicago Midway
C$ 585
Delta
9 Jul
MDW1:18 p.m.Chicago Midway
9h 07m
1 stop
YUL11:25 p.m.Montreal Pierre Elliott Trudeau Intl
12 Jul
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 38m
1 stop
MDW12:38 p.m.Chicago Midway
C$ 627

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 27 June 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

Cheapest round-trip

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 9/8

10:20 a.m.-6:10 p.m.

1 stop6h 50m

Montreal Pierre Elliott Trudeau Intl

Wed 12/8

6:30 a.m.-9:45 a.m.

1 stop4h 15m

C$ 417
Quickest round-trip

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 12/7

3:20 p.m.-8:10 p.m.

1 stop3h 50m

Montreal Pierre Elliott Trudeau Intl

Wed 15/7

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 422

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 14/7

10:25 a.m.-6:10 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Wed 15/7

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 423

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 12/7

3:20 p.m.-8:10 p.m.

1 stop3h 50m

Montreal Pierre Elliott Trudeau Intl

Tue 14/7

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 427

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 14/7

10:25 a.m.-6:10 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Wed 15/7

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 429

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 4/8

10:25 a.m.-6:10 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Tue 11/8

6:30 a.m.-9:45 a.m.

1 stop4h 15m

C$ 430

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 4/8

10:25 a.m.-6:10 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Tue 11/8

6:30 a.m.-9:45 a.m.

1 stop4h 15m

C$ 431

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 19/8

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

1 stop5h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 23/8

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 434

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 19/7

3:20 p.m.-8:10 p.m.

1 stop3h 50m

Montreal Pierre Elliott Trudeau Intl

Wed 29/7

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 436

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 22/7

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Fri 24/7

10:35 a.m.-2:35 p.m.

1 stop5h 00m

C$ 437

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$ 263. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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$ 615.

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$ 263. 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$ 506. 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 40m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport takes 3h 40m
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

Frequently asked questions about flying from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

  • 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 40m, 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
Sherbrooke
Brossard
Montebello
Dorval
Longueuil
Cornwall
Boucherville
North Hatley
Drummondville
Saint-Sauveur
Magog
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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