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Cheap flights from Chicago Midway Airport to Montreal from $69

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 9/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Montreal

Cheap round-trip flights

Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
6:45 am - 10:05 amYUL-MDW
4h 20m1 stop
$196Porter Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$216Porter Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$220Porter Airlines
Find Deal
Thu, Sep 18 - Mon, Sep 22
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$223Porter Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
8:55 am - 4:24 pmYUL-MDW
8h 29m1 stop
$233Porter Airlines
Find Deal
Wed, Oct 8 - Sun, Oct 12
Delta Logo
1:43 pm - 11:18 pmMDW-YUL
8h 35m1 stop
Delta Logo
6:00 am - 8:40 amYUL-MDW
3h 40m1 stop
$237Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
10:45 am - 4:24 pmYUL-MDW
6h 39m1 stop
$241Porter Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
Delta Logo
6:17 pm - 11:28 pmMDW-YUL
4h 11m1 stop
Delta Logo
6:00 am - 8:35 amYUL-MDW
3h 35m1 stop
$289Delta
Find Deal
Sat, Aug 30 - Thu, Sep 4
Delta Logo
6:15 pm - 11:29 pmMDW-YUL
4h 14m1 stop
Delta Logo
6:00 am - 8:40 amYUL-MDW
3h 40m1 stop
$294Delta
Find Deal
Sat, Sep 20 - Sun, Sep 28
Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Logo
2:45 pm - 9:40 amYUL-MDW
19h 55m1 stop
$319
Find Deal
Tue, Oct 7 - Sat, Oct 11

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

Our best Porter Airlines deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Porter Airlines
Oct 23
MDW5:20 pmChicago Midway
3h 55m
1 stop
YUL10:15 pmMontreal Pierre Elliott Trudeau Intl
Oct 26
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 amChicago Midway
$196
Find similar
Porter Airlines
Sep 4
MDW5:20 pmChicago Midway
3h 55m
1 stop
YUL10:15 pmMontreal Pierre Elliott Trudeau Intl
Sep 8
YUL10:45 amMontreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW4:24 pmChicago Midway
$216
Find similar
Porter Airlines
Sep 18
MDW5:20 pmChicago Midway
3h 55m
1 stop
YUL10:15 pmMontreal Pierre Elliott Trudeau Intl
Sep 22
YUL1:10 pmMontreal Pierre Elliott Trudeau Intl
4h 14m
1 stop
MDW4:24 pmChicago Midway
$220
Find similar

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

Our best Delta deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Delta
Sep 20
MDW1:43 pmChicago Midway
8h 35m
1 stop
YUL11:18 pmMontreal Pierre Elliott Trudeau Intl
Sep 24
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
$237
Find similar
Delta
Aug 30
MDW6:17 pmChicago Midway
4h 11m
1 stop
YUL11:28 pmMontreal Pierre Elliott Trudeau Intl
Sep 4
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
3h 35m
1 stop
MDW8:35 amChicago Midway
$289
Find similar
Delta
Sep 20
MDW6:15 pmChicago Midway
4h 14m
1 stop
YUL11:29 pmMontreal Pierre Elliott Trudeau Intl
Sep 28
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
$294
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl 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 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/23

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 10/26

6:45 am-10:05 am

1 stop4h 20m

$196

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 9/4

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 9/8

10:45 am-4:24 pm

1 stop6h 39m

$216

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 9/18

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 9/22

1:10 pm-4:24 pm

1 stop4h 14m

$220

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 9/5

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Mon 9/8

10:45 am-4:24 pm

1 stop6h 39m

$223

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 10/8

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 10/12

8:55 am-4:24 pm

1 stop8h 29m

$233

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 9/20

1:43 pm-11:18 pm

1 stop8h 35m

Montreal Pierre Elliott Trudeau Intl

Wed 9/24

6:00 am-8:40 am

1 stop3h 40m

$237

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 9/19

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Sun 9/21

10:45 am-4:24 pm

1 stop6h 39m

$241

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 8/30

6:17 pm-11:28 pm

1 stop4h 11m

Montreal Pierre Elliott Trudeau Intl

Thu 9/4

6:00 am-8:35 am

1 stop3h 35m

$289

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 9/20

6:15 pm-11:29 pm

1 stop4h 14m

Montreal Pierre Elliott Trudeau Intl

Sun 9/28

6:00 am-8:40 am

1 stop3h 40m

$294

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 10/7

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Sat 10/11

2:45 pm-9:40 am

1 stop19h 55m

$319

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl 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 Chicago Midway Airport and Montreal Pierre Elliott Trudeau Intl Airport?

What is the cheapest day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

The cheapest day to depart from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport is on a Thursday. Travelers who choose to depart for Montreal Pierre Elliott Trudeau Intl Airport on a Thursday will often find tickets for as low as $674. Flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport on a Sunday will generally be more expensive and average around $830. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport when you can find flight prices for as low as $599. Flying to Montreal Pierre Elliott Trudeau Intl Airport at noon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $822.

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

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

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

Best Price Found

$69

Fastest flight time

3h 55m

Direct flights

None
The best one-way flight to Montreal Pierre Elliott Trudeau Intl Airport from Chicago Midway Airport in the past 72 hours is $69. The best round-trip flight deal from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport found on momondo in the last 72 hours is $196.
The fastest flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport takes 3h 55m
There are no direct flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport. Popular non-direct route for this connection is Chicago Midway Airport - Montreal Pierre Elliott Trudeau Intl Airport.
Search flight deals

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

    The straight-line distance from Chicago Midway to Montreal Pierre Elliott Trudeau Intl is 742.9 mi. 3h 55m is a normal flight duration for this route.

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

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

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

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

  • What documentation or ID do you need to fly to Montreal Pierre Elliott Trudeau Intl Airport?

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

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

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

Compare and see reviews for airlines that fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $245Free CancellationRating
8.0
318 reviews
Search Porter Airlines flights

Traveling to a place near Montreal?

Book flights to Montreal if you plan to visit one of these locations
Laval
Longueuil
Dorval
Brossard
Magog
Trois-Rivières
Cornwall
Drummondville
Saint-Sauveur
Sherbrooke
Boucherville
Montebello
Saint-Jean-sur-Richelieu
Bromont
Sutton
North Hatley

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Montreal for you.

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

momondo does allow users to show only those flights to Montreal from Chicago which offer a flexible booking policy as well as other useful filters and features.

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?

If you are not ready to book a flight from Chicago to Montreal now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Montreal and let you know when they change.

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