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Cheap flights from Chicago Midway Airport to Montreal from C$ 146

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 1/6. 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

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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
10:15 a.m. - 6:15 p.m.
MDW
-
YUL
7h 00m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 376Porter Airlines
Sun, 7 Jun - Thu, 25 Jun
Porter Airlines Logo
10:15 a.m. - 5:15 p.m.
MDW
-
YUL
6h 00m
1 stop
Porter Airlines Logo
6:30 a.m. - 2:35 p.m.
YUL
-
MDW
9h 05m
1 stop
C$ 393Porter Airlines
Mon, 8 Jun - Fri, 12 Jun
Porter Airlines Logo
10:15 a.m. - 5:15 p.m.
MDW
-
YUL
6h 00m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 406Porter Airlines
Thu, 4 Jun - Thu, 11 Jun
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$ 421Porter Airlines
Thu, 9 Jul - Mon, 13 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$ 434Porter Airlines
Thu, 9 Jul - Mon, 13 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$ 435Porter Airlines
Sun, 19 Jul - Wed, 22 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$ 439Porter Airlines
Mon, 20 Jul - Thu, 23 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$ 442Porter Airlines
Thu, 16 Jul - Tue, 21 Jul
Porter Airlines Logo
10:15 a.m. - 6:15 p.m.
MDW
-
YUL
7h 00m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 445Porter Airlines
Sat, 6 Jun - Thu, 11 Jun
Porter Airlines Logo
10:15 a.m. - 6:15 p.m.
MDW
-
YUL
7h 00m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
C$ 454Porter Airlines
Fri, 5 Jun - Mon, 8 Jun

Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
7 Jun
MDW10:15 a.m.Chicago Midway
7h 00m
1 stop
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
25 Jun
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
C$ 376
Porter Airlines
8 Jun
MDW10:15 a.m.Chicago Midway
6h 00m
1 stop
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
12 Jun
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
9h 05m
1 stop
MDW2:35 p.m.Chicago Midway
C$ 393
Porter Airlines
4 Jun
MDW10:15 a.m.Chicago Midway
6h 00m
1 stop
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
11 Jun
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
C$ 406

Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal flight tickets
Delta
30 May
MDW6:36 p.m.Chicago Midway
3h 37m
1 stop
YUL11:13 p.m.Montreal Pierre Elliott Trudeau Intl
1 Jun
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
5h 56m
1 stop
MDW11:56 a.m.Chicago Midway
C$ 507
Delta
30 May
MDW1:59 p.m.Chicago Midway
8h 42m
1 stop
YUL11:41 p.m.Montreal Pierre Elliott Trudeau Intl
1 Jun
YUL12:40 p.m.Montreal Pierre Elliott Trudeau Intl
9h 29m
1 stop
MDW9:09 p.m.Chicago Midway
C$ 509
Delta
27 Jun
MDW1:26 p.m.Chicago Midway
9h 02m
1 stop
YUL11:28 p.m.Montreal Pierre Elliott Trudeau Intl
3 Jul
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 14m
1 stop
MDW9:14 a.m.Chicago Midway
C$ 532

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 7 May 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

Sun 7/6

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

1 stop7h 00m

Montreal Pierre Elliott Trudeau Intl

Thu 25/6

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

1 stop5h 00m

C$ 376

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 8/6

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

1 stop6h 00m

Montreal Pierre Elliott Trudeau Intl

Fri 12/6

6:30 a.m.-2:35 p.m.

1 stop9h 05m

C$ 393

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 4/6

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

1 stop6h 00m

Montreal Pierre Elliott Trudeau Intl

Thu 11/6

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

1 stop5h 00m

C$ 406

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 9/7

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Mon 13/7

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

1 stop5h 00m

C$ 421

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 9/7

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Mon 13/7

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

1 stop5h 00m

C$ 434
Quickest round-trip

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 22/7

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

1 stop5h 00m

C$ 435

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 20/7

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Thu 23/7

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

1 stop5h 00m

C$ 439

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 16/7

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

1 stop5h 50m

Montreal Pierre Elliott Trudeau Intl

Tue 21/7

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

1 stop5h 00m

C$ 442

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 6/6

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

1 stop7h 00m

Montreal Pierre Elliott Trudeau Intl

Thu 11/6

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

1 stop5h 00m

C$ 445

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/6

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

1 stop7h 00m

Montreal Pierre Elliott Trudeau Intl

Mon 8/6

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

1 stop5h 00m

C$ 454

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 month to fly to Montreal?

The cheapest month to fly to Montreal from Chicago Midway Airport is in December. Flight prices, which tend to average around C$ 0, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of December, then book flights to Montreal from Chicago Midway Airport during May instead. Flights to Montreal in May, while not as cheap as those in December, still average around C$ 0.

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$ 253. 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$ 591.

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$ 253. Flights in the morning are often more expensive with an average ticket price of C$ 520.

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 37m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal takes 3h 37m
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 37m 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