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Cheap flights from Chicago Midway Airport to Montreal from C$ 202

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 19/9. 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. - 9:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
C$ 429Porter Airlines
Fri, 25 Sep - Mon, 28 Sep
Porter Airlines Logo
3:20 p.m. - 9:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
C$ 431Porter Airlines
Tue, 22 Sep - Tue, 29 Sep
Porter Airlines Logo
3:20 p.m. - 9:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
C$ 433Porter Airlines
Tue, 13 Oct - Sat, 17 Oct
Porter Airlines Logo
11:45 a.m. - 6:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
C$ 435Porter Airlines
Sat, 19 Sep - Sat, 26 Sep
Porter Airlines Logo
3:20 p.m. - 9:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
9:00 a.m. - 2:35 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
C$ 436Porter Airlines
Tue, 15 Sep - Tue, 29 Sep
Porter Airlines Logo
2:00 p.m. - 11:44 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
8h 44m1 stop Minneapolis St Paul
Porter Airlines Logo
9:00 a.m. - 2:35 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
C$ 439Porter Airlines
Tue, 15 Sep - Fri, 18 Sep
Porter Airlines Logo
11:45 a.m. - 6:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
C$ 440Porter Airlines
Sat, 10 Oct - Mon, 12 Oct
Porter Airlines Logo
3:20 p.m. - 9:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 a.m. - 2:35 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
9h 05m1 stop Toronto Island
C$ 440Porter Airlines
Thu, 1 Oct - Thu, 22 Oct
Porter Airlines Logo
3:20 p.m. - 10:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 52m1 stop Toronto Island
Porter Airlines Logo
10:20 a.m. - 2:35 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 15m1 stop Toronto Island
C$ 442Porter Airlines
Wed, 2 Sep - Sat, 5 Sep
Porter Airlines Logo
3:20 p.m. - 9:12 p.m.MDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.YUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 00m1 stop Toronto Island
C$ 443Porter Airlines
Wed, 23 Sep - Sun, 27 Sep

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Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal flight tickets
Delta
22 Aug
MDW1:51 p.m.Chicago Midway
8h 49m
1 stop
YUL11:40 p.m.Montreal Pierre Elliott Trudeau Intl
1 Sep
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 17m
1 stop
MDW9:17 a.m.Chicago Midway
C$ 467
Delta
29 Aug
MDW6:42 p.m.Chicago Midway
3h 48m
1 stop
YUL11:30 p.m.Montreal Pierre Elliott Trudeau Intl
30 Aug
YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl
5h 51m
1 stop
MDW11:51 a.m.Chicago Midway
C$ 500
Delta
23 Aug
MDW1:25 p.m.Chicago Midway
9h 05m
1 stop
YUL11:30 p.m.Montreal Pierre Elliott Trudeau Intl
29 Aug
YUL2:46 p.m.Montreal Pierre Elliott Trudeau Intl
8h 50m
1 stop
MDW10:36 p.m.Chicago Midway
C$ 502

Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
25 Sep
MDW3:20 p.m.Chicago Midway
4h 52m
1 stop
YUL9:12 p.m.Montreal Pierre Elliott Trudeau Intl
28 Sep
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 a.m.Chicago Midway
C$ 429
Porter Airlines
22 Sep
MDW3:20 p.m.Chicago Midway
4h 52m
1 stop
YUL9:12 p.m.Montreal Pierre Elliott Trudeau Intl
29 Sep
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 a.m.Chicago Midway
C$ 431
Porter Airlines
13 Oct
MDW3:20 p.m.Chicago Midway
4h 52m
1 stop
YUL9:12 p.m.Montreal Pierre Elliott Trudeau Intl
17 Oct
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 a.m.Chicago Midway
C$ 433

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 9 August 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 Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Fri 25/9

3:20 p.m.-9:12 p.m.

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Mon 28/9

6:30 a.m.-11:00 a.m.

1 stop5h 30m

C$ 429

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 22/9

3:20 p.m.-9:12 p.m.

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Tue 29/9

6:30 a.m.-11:00 a.m.

1 stop5h 30m

C$ 431

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 13/10

3:20 p.m.-9:12 p.m.

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Sat 17/10

6:30 a.m.-11:00 a.m.

1 stop5h 30m

C$ 433

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Sat 19/9

11:45 a.m.-6:12 p.m.

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Sat 26/9

6:30 a.m.-11:00 a.m.

1 stop5h 30m

C$ 435

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 15/9

3:20 p.m.-9:12 p.m.

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Tue 29/9

9:00 a.m.-2:35 p.m.

1 stop6h 35m

C$ 436

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 15/9

2:00 p.m.-11:44 p.m.

1 stop8h 44m

Montreal Pierre Elliott Trudeau Intl

Fri 18/9

9:00 a.m.-2:35 p.m.

1 stop6h 35m

C$ 439

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Sat 10/10

11:45 a.m.-6:12 p.m.

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Mon 12/10

6:30 a.m.-11:00 a.m.

1 stop5h 30m

C$ 440

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Thu 1/10

3:20 p.m.-9:12 p.m.

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Thu 22/10

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

1 stop9h 05m

C$ 440

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Wed 2/9

3:20 p.m.-10:12 p.m.

1 stop5h 52m

Montreal Pierre Elliott Trudeau Intl

Sat 5/9

10:20 a.m.-2:35 p.m.

1 stop5h 15m

C$ 442
Quickest round-trip

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Wed 23/9

3:20 p.m.-9:12 p.m.

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Sun 27/9

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

1 stop5h 00m

C$ 443

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 Tuesday is the least expensive day to fly to Montreal. Tickets to fly out on this day can be as low as C$ 266. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Montreal for around C$ 563.

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 at noon. Our users have found flights to Montreal at noon for as low as C$ 225. Flights in the morning are often more expensive with an average ticket price of C$ 488.

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 42m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal takes 3h 42m
There are no direct flights from Chicago Midway Airport to Montreal. There are no popular flight routes from Chicago Midway Airport to Montreal.
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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 42m 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