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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from C$ 188

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 8/5. 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 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
10:25 a.m. - 6:15 p.m.
MDW
-
YUL
6h 50m
1 stop
C$ 237Porter Airlines
Fri, 29 May - Tue, 2 Jun
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
10:25 a.m. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 248Porter Airlines
Wed, 3 Jun - Sun, 7 Jun
Porter Airlines Logo
6:30 a.m. - 9:45 a.m.
YUL
-
MDW
4h 15m
1 stop
Porter Airlines Logo
10:30 a.m. - 5:15 p.m.
MDW
-
YUL
5h 45m
1 stop
C$ 249Porter Airlines
Thu, 28 May - Fri, 29 May
Porter Airlines Logo
6:30 a.m. - 2:35 p.m.
YUL
-
MDW
9h 05m
1 stop
Porter Airlines Logo
10:30 a.m. - 5:15 p.m.
MDW
-
YUL
5h 45m
1 stop
C$ 277Porter Airlines
Wed, 20 May - Wed, 27 May
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
10:25 a.m. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 278Porter Airlines
Tue, 26 May - Tue, 2 Jun
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
Porter Airlines Logo
10:25 a.m. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 329Porter Airlines
Mon, 8 Jun - Thu, 11 Jun
Porter Airlines Logo
6:30 a.m. - 9:40 a.m.
YUL
-
MDW
4h 10m
1 stop
Porter Airlines Logo
10:25 a.m. - 5:15 p.m.
MDW
-
YUL
5h 50m
1 stop
C$ 333Porter Airlines
Thu, 4 Jun - Sun, 7 Jun
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$ 340Porter Airlines
Thu, 4 Jun - Thu, 11 Jun
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$ 346Porter Airlines
Thu, 9 Jul - Mon, 13 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. - 6:15 p.m.
MDW
-
YUL
6h 50m
1 stop
C$ 347Porter Airlines
Fri, 5 Jun - Sun, 7 Jun

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
1 May
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 43m
1 stop
MDW12:43 p.m.Chicago Midway
12 May
MDW5:10 p.m.Chicago Midway
5h 47m
1 stop
YUL11:57 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 383
Delta
23 Apr
YUL12:42 p.m.Montreal Pierre Elliott Trudeau Intl
10h 46m
1 stop
MDW10:28 p.m.Chicago Midway
26 Apr
MDW12:52 p.m.Chicago Midway
9h 59m
1 stop
YUL11:51 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 404
Delta
22 Apr
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
7h 43m
1 stop
MDW12:43 p.m.Chicago Midway
30 Apr
MDW1:24 p.m.Chicago Midway
8h 44m
1 stop
YUL11:08 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 405

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
29 May
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
2 Jun
MDW10:25 a.m.Chicago Midway
6h 50m
1 stop
YUL6:15 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 237
Porter Airlines
3 Jun
YUL10:35 a.m.Montreal Pierre Elliott Trudeau Intl
5h 00m
1 stop
MDW2:35 p.m.Chicago Midway
7 Jun
MDW10:25 a.m.Chicago Midway
5h 50m
1 stop
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 248
Porter Airlines
28 May
YUL6:30 a.m.Montreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 a.m.Chicago Midway
29 May
MDW10:30 a.m.Chicago Midway
5h 45m
1 stop
YUL5:15 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 249

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 10 April 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 29/5

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

1 stop5h 00m

Chicago Midway

Tue 2/6

10:25 a.m.-6:15 p.m.

1 stop6h 50m

C$ 237

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 3/6

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

1 stop5h 00m

Chicago Midway

Sun 7/6

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

1 stop5h 50m

C$ 248
Quickest round-trip

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 28/5

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

1 stop4h 15m

Chicago Midway

Fri 29/5

10:30 a.m.-5:15 p.m.

1 stop5h 45m

C$ 249

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 20/5

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

1 stop9h 05m

Chicago Midway

Wed 27/5

10:30 a.m.-5:15 p.m.

1 stop5h 45m

C$ 277

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 26/5

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

1 stop5h 00m

Chicago Midway

Tue 2/6

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

1 stop5h 50m

C$ 278

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 8/6

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

1 stop4h 10m

Chicago Midway

Thu 11/6

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

1 stop5h 50m

C$ 329

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 4/6

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

1 stop4h 10m

Chicago Midway

Sun 7/6

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

1 stop5h 50m

C$ 333

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 4/6

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

1 stop4h 10m

Chicago Midway

Thu 11/6

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

1 stop5h 50m

C$ 340

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 9/7

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

1 stop4h 10m

Chicago Midway

Mon 13/7

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

1 stop6h 45m

C$ 346

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 5/6

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

1 stop4h 10m

Chicago Midway

Sun 7/6

10:25 a.m.-6:15 p.m.

1 stop6h 50m

C$ 347

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?

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.
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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$ 189Free CancellationRating
8.0
432 reviews
Search Porter Airlines flights

Travelling to a place near Chicago?

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Merrillville
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.

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

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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