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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
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$ 405Porter Airlines
Mon, 27 Jul - Mon, 10 Aug
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$ 414Porter Airlines
Tue, 14 Jul - Wed, 22 Jul
Porter Airlines Logo
3:15 p.m. - 8:10 p.m.
MDW
-
YUL
3h 55m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 415Porter Airlines
Mon, 10 Aug - Mon, 17 Aug
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$ 418Porter Airlines
Sun, 9 Aug - Wed, 12 Aug
Porter Airlines Logo
3:15 p.m. - 10:10 p.m.
MDW
-
YUL
5h 55m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 419Porter Airlines
Tue, 11 Aug - Tue, 18 Aug
Porter Airlines Logo
3:15 p.m. - 8:10 p.m.
MDW
-
YUL
3h 55m
1 stop
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
C$ 421Porter Airlines
Mon, 17 Aug - Wed, 26 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$ 424Porter Airlines
Tue, 14 Jul - Wed, 15 Jul
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$ 427Porter Airlines
Sat, 8 Aug - Tue, 11 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$ 428Porter Airlines
Sun, 12 Jul - Tue, 14 Jul

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Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
27 Jul
MDW3:20 p.m.Chicago Midway
5h 50m
1 stop
YUL10:10 p.m.Montreal Pierre Elliott Trudeau Intl
10 Aug
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 a.m.Chicago Midway
C$ 405
Porter Airlines
14 Jul
MDW10:25 a.m.Chicago Midway
6h 45m
1 stop
YUL6:10 p.m.Montreal Pierre Elliott Trudeau Intl
22 Jul
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
C$ 414
Porter Airlines
10 Aug
MDW3:15 p.m.Chicago Midway
3h 55m
1 stop
YUL8:10 p.m.Montreal Pierre Elliott Trudeau Intl
17 Aug
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 a.m.Chicago Midway
C$ 415

Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal 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$ 529
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$ 543
Delta
9 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$ 572

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Montreal 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 26 June 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Montreal that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 27/7

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Mon 10/8

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

1 stop4h 15m

C$ 405

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 22/7

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

1 stop5h 00m

C$ 414
Quickest round-trip

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 10/8

3:15 p.m.-8:10 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 17/8

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

1 stop4h 15m

C$ 415

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$ 418

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 11/8

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

1 stop5h 55m

Montreal Pierre Elliott Trudeau Intl

Tue 18/8

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

1 stop4h 15m

C$ 419

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 17/8

3:15 p.m.-8:10 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Wed 26/8

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

1 stop4h 15m

C$ 421

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$ 424

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 8/8

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

1 stop6h 50m

Montreal Pierre Elliott Trudeau Intl

Tue 11/8

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

1 stop4h 15m

C$ 427

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$ 428

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

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?

Our data shows that Friday is the least expensive day to fly to Montreal. Tickets to fly out on this day can be as low as C$ 264. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Montreal for around C$ 616.

What is the cheapest time of day to depart on your flight to Montreal?

Our data shows that the cheapest Chicago Midway Airport to Montreal flights are usually those with departure times in the afternoon. Our users have found flights to Montreal in the afternoon for as low as C$ 264. Flights in the morning are often more expensive with an average ticket price of C$ 507.

When to book flights from Chicago Midway Airport to Montreal

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Montreal 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 (MDW to YMQ) flight deals and tips

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

Fastest flight time

3h 40m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal takes 3h 40m
There are no direct flights from Chicago Midway Airport to Montreal. There are no popular flight routes from Chicago Midway Airport to Montreal.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Montreal

  • How far is Chicago Midway to Montreal by plane?

    Montreal is 1210.7 km away from Chicago Midway. Typically, this will take 3h 40m by plane in normal conditions.

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

    Prices for flights from Chicago Midway Airport to Montreal were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Montreal?

    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.

  • What documentation or ID do you need to fly to Montreal?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Montreal?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Montreal from Chicago.

Can I find flights from Chicago to Montreal with flexible booking policies on momondo?

Yes. All flights to Montreal from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Montreal?

momondo helps you find the best flight between Chicago and Montreal by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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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Find better results for your trip to Canada

Fly into one of these airports located in Montreal

Airports listed have a maximum distance of 15.1 km from Montreal
Montreal St Hubert Airport
Montreal Pierre Elliott Trudeau Intl Airport