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Cheap flights from Chicago Midway Airport to Montreal from C$ 140

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 15/4. 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
10:25 a.m. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
C$ 307Porter Airlines
Fri, 5 Jun - Mon, 8 Jun
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
6:50 a.m. - 10:15 a.m.
YUL
-
MDW
4h 25m
1 stop
C$ 325Porter Airlines
Mon, 27 Apr - Thu, 30 Apr
Porter Airlines Logo
10:30 a.m. - 6:15 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$ 342Porter Airlines
Mon, 4 May - Fri, 8 May
Porter Airlines Logo
11:00 a.m. - 7:15 p.m.
MDW
-
YUL
7h 15m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 349Porter Airlines
Tue, 28 Apr - Fri, 1 May
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
9:50 a.m. - 3:20 p.m.
YUL
-
MDW
6h 30m
1 stop
C$ 358Porter Airlines
Thu, 23 Apr - Sun, 26 Apr
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
6:50 a.m. - 10:15 a.m.
YUL
-
MDW
4h 25m
1 stop
C$ 360Porter Airlines
Mon, 27 Apr - Wed, 29 Apr
Delta Logo
6:38 p.m. - 11:19 p.m.
MDW
-
YUL
3h 41m
1 stop
Delta Logo
6:00 a.m. - 12:43 p.m.
YUL
-
MDW
7h 43m
1 stop
C$ 363Delta
Fri, 17 Apr - Sun, 19 Apr
Porter Airlines Logo
3:20 p.m. - 10:10 p.m.
MDW
-
YUL
5h 50m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 364Porter Airlines
Wed, 20 May - Wed, 27 May
Porter Airlines Logo
4:05 p.m. - 10:45 p.m.
MDW
-
YUL
5h 40m
1 stop
Porter Airlines Logo
10:55 a.m. - 3:20 p.m.
YUL
-
MDW
5h 25m
1 stop
C$ 372Porter Airlines
Fri, 17 Apr - Sun, 19 Apr
Porter Airlines Logo
4:05 p.m. - 10:45 p.m.
MDW
-
YUL
5h 40m
1 stop
Porter Airlines Logo
9:50 a.m. - 3:20 p.m.
YUL
-
MDW
6h 30m
1 stop
C$ 375Porter Airlines
Fri, 17 Apr - Sun, 19 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
5 Jun
MDW10:25 a.m.Chicago Midway
5h 50m
1 stop
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
8 Jun
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
4h 10m
1 stop
MDW9:40 a.m.Chicago Midway
C$ 307
Porter Airlines
27 Apr
MDW11:00 a.m.Chicago Midway
5h 45m
1 stop
YUL5:45 p.m.Montreal Pierre Elliott Trudeau Intl
30 Apr
YUL6:50 a.m.Montreal Pierre Elliott Trudeau Intl
4h 25m
1 stop
MDW10:15 a.m.Chicago Midway
C$ 325
Porter Airlines
4 May
MDW10:30 a.m.Chicago Midway
6h 45m
1 stop
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
8 May
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 a.m.Chicago Midway
C$ 342

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
17 Apr
MDW6:38 p.m.Chicago Midway
3h 41m
1 stop
YUL11:19 p.m.Montreal Pierre Elliott Trudeau Intl
19 Apr
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 43m
1 stop
MDW12:43 p.m.Chicago Midway
C$ 363
Delta
19 May
MDW6:23 a.m.Chicago Midway
10h 20m
1 stop
YUL5:43 p.m.Montreal Pierre Elliott Trudeau Intl
24 May
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
3h 43m
1 stop
MDW8:43 a.m.Chicago Midway
C$ 452
Delta
9 Apr
MDW12:47 p.m.Chicago Midway
9h 57m
1 stop
YUL11:44 p.m.Montreal Pierre Elliott Trudeau Intl
13 Apr
YUL12:50 p.m.Montreal Pierre Elliott Trudeau Intl
10h 38m
1 stop
MDW10:28 p.m.Chicago Midway
C$ 653

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 30 March 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
Quickest round-trip

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/6

10:25 a.m.-5:15 p.m.

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Mon 8/6

6:30 a.m.-9:40 a.m.

1 stop4h 10m

C$ 307

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 27/4

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Thu 30/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

C$ 325

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 4/5

10:30 a.m.-6:15 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Fri 8/5

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

1 stop4h 15m

C$ 342

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 28/4

11:00 a.m.-7:15 p.m.

1 stop7h 15m

Montreal Pierre Elliott Trudeau Intl

Fri 1/5

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

1 stop4h 15m

C$ 349

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

Sun 26/4

9:50 a.m.-3:20 p.m.

1 stop6h 30m

C$ 358

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 27/4

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

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Wed 29/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

C$ 360

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 17/4

6:38 p.m.-11:19 p.m.

1 stop3h 41m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

6:00 a.m.-12:43 p.m.

1 stop7h 43m

C$ 363

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 20/5

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Wed 27/5

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

1 stop4h 15m

C$ 364

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 17/4

4:05 p.m.-10:45 p.m.

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

10:55 a.m.-3:20 p.m.

1 stop5h 25m

C$ 372

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 17/4

4:05 p.m.-10:45 p.m.

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

Sun 19/4

9:50 a.m.-3:20 p.m.

1 stop6h 30m

C$ 375

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$ 258. 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$ 689.

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$ 258. 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$ 518. 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 50m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport takes 3h 50m
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 50m, 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
Dorval
Cornwall
Boucherville
North Hatley
Magog
Saint-Sauveur
Drummondville
Bromont
Sutton
Saint-Jean-sur-Richelieu
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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