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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 240

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago departing on 7/7. 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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
MDW
-
YUL
3h 50m
1 stop
C$ 407Porter Airlines
Fri, 3 Jul - Fri, 10 Jul
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
C$ 408Porter Airlines
Thu, 23 Jul - Tue, 28 Jul
Delta Logo
6:00 a.m. - 9:17 a.m.
YUL
-
MDW
4h 17m
1 stop
Delta Logo
5:59 p.m. - 11:10 p.m.
MDW
-
YUL
4h 11m
1 stop
C$ 410Delta
Fri, 4 Sep - Tue, 8 Sep
Porter Airlines Logo
6:30 a.m. - 2:35 p.m.
YUL
-
MDW
9h 05m
1 stop
Porter Airlines Logo
3:15 p.m. - 8:10 p.m.
MDW
-
YUL
3h 55m
1 stop
C$ 411Porter Airlines
Tue, 25 Aug - Mon, 31 Aug
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
C$ 412Porter Airlines
Wed, 15 Jul - Sat, 18 Jul
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
Porter Airlines Logo
3:20 p.m. - 10:10 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 414Porter Airlines
Tue, 21 Jul - Thu, 30 Jul
Delta Logo
6:00 a.m. - 9:17 a.m.
YUL
-
MDW
4h 17m
1 stop
Delta Logo
5:45 p.m. - 11:30 p.m.
MDW
-
YUL
4h 45m
1 stop
C$ 415Delta
Tue, 1 Sep - Sun, 6 Sep
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
MDW
-
YUL
3h 50m
1 stop
C$ 418Porter Airlines
Tue, 14 Jul - Tue, 21 Jul
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:10 p.m.
MDW
-
YUL
6h 45m
1 stop
C$ 419Porter Airlines
Mon, 29 Jun - Fri, 3 Jul
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
3:20 p.m. - 10:10 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 421Porter Airlines
Tue, 21 Jul - Thu, 23 Jul

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Porter Airlines flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Our best Porter Airlines deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
Porter Airlines
3 Jul
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
10 Jul
MDW3:20 p.m.Chicago Midway
3h 50m
1 stop
YUL8:10 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 407
Porter Airlines
23 Jul
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
28 Jul
MDW10:25 a.m.Chicago Midway
6h 45m
1 stop
YUL6:10 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 408
Porter Airlines
25 Aug
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
9h 05m
1 stop
MDW2:35 p.m.Chicago Midway
31 Aug
MDW3:15 p.m.Chicago Midway
3h 55m
1 stop
YUL8:10 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 411

Delta flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Our best Delta deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
Delta
4 Sep
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 17m
1 stop
MDW9:17 a.m.Chicago Midway
8 Sep
MDW5:59 p.m.Chicago Midway
4h 11m
1 stop
YUL11:10 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 410
Delta
1 Sep
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 17m
1 stop
MDW9:17 a.m.Chicago Midway
6 Sep
MDW5:45 p.m.Chicago Midway
4h 45m
1 stop
YUL11:30 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 415
Delta
11 Jul
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 38m
1 stop
MDW12:38 p.m.Chicago Midway
20 Jul
MDW1:18 p.m.Chicago Midway
9h 07m
1 stop
YUL11:25 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 422

momondo Fare Finder

 
Customize your flight search to find flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway 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 16 June 2026.
Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 3/7

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

1 stop5h 00m

Chicago Midway

Fri 10/7

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

1 stop3h 50m

C$ 407

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 23/7

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

1 stop5h 00m

Chicago Midway

Tue 28/7

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

1 stop6h 45m

C$ 408
Quickest round-trip

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 4/9

6:00 a.m.-9:17 a.m.

1 stop4h 17m

Chicago Midway

Tue 8/9

5:59 p.m.-11:10 p.m.

1 stop4h 11m

C$ 410

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 25/8

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

1 stop9h 05m

Chicago Midway

Mon 31/8

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

1 stop3h 55m

C$ 411

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 15/7

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

1 stop5h 00m

Chicago Midway

Sat 18/7

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

1 stop6h 45m

C$ 412

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 21/7

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

1 stop4h 10m

Chicago Midway

Thu 30/7

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

1 stop5h 50m

C$ 414

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 1/9

6:00 a.m.-9:17 a.m.

1 stop4h 17m

Chicago Midway

Sun 6/9

5:45 p.m.-11:30 p.m.

1 stop4h 45m

C$ 415

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 14/7

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

1 stop5h 00m

Chicago Midway

Tue 21/7

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

1 stop3h 50m

C$ 418

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 29/6

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

1 stop4h 10m

Chicago Midway

Fri 3/7

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

1 stop6h 45m

C$ 419

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 21/7

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

1 stop5h 00m

Chicago Midway

Thu 23/7

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

1 stop5h 50m

C$ 421

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway 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 typical price of a round-trip flight between Montreal Pierre Elliott Trudeau Intl Airport and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

In general, January is the cheapest month to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 0. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Montreal Pierre Elliott Trudeau Intl Airport during the month September is also very affordable. Most momondo users find prices during this month for around C$ 259.

When to book flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (YUL to MDW) flight deals and tips

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

Fastest flight time

4h 10m

Direct flights

None
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport takes 4h 10m
There are no direct flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport. There are no popular flight routes from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport.
Search flight deals

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

  • How far is Montreal Pierre Elliott Trudeau Intl to Chicago Midway by plane?

    Montreal Pierre Elliott Trudeau Intl and Chicago Midway are 1195.5 km apart from one another. In terms of flight time, this usually takes a little over 4h 10m.

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

    Prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

Best airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 205Free CancellationRating
8.0
438 reviews
Search Porter Airlines flights

Travelling to a place near Chicago?

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Hammond
Munster

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

All flight searches from Montreal to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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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 Montreal to Chicago.

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