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Cheap flights from Chicago Midway Airport to Montreal from $120

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 10/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Porter Airlines Logo
4:15 pm - 10:45 pmMDW-YUL
5h 30m1 stop
Porter Airlines Logo
10:15 am - 3:20 pmYUL-MDW
6h 05m1 stop
$261Porter Airlines
Find Deal
jue., oct. 30 - jue., nov. 6
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
11:25 am - 3:20 pmYUL-MDW
4h 55m1 stop
$262Porter Airlines
Find Deal
jue., oct. 23 - dom., oct. 26
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
$263Porter Airlines
Find Deal
lun., oct. 6 - mar., oct. 7
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
$264Porter Airlines
Find Deal
vie., oct. 10 - mié., oct. 15
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
$265Porter Airlines
Find Deal
vie., oct. 10 - mar., oct. 14
Porter Airlines Logo
11:00 am - 6:45 pmMDW-YUL
6h 45m1 stop
Porter Airlines Logo
6:45 am - 10:05 amYUL-MDW
4h 20m1 stop
$266Porter Airlines
Find Deal
vie., oct. 31 - vie., nov. 7
Porter Airlines Logo
5:20 pm - 10:15 pmMDW-YUL
3h 55m1 stop
Porter Airlines Logo
11:25 am - 3:20 pmYUL-MDW
4h 55m1 stop
$268Porter Airlines
Find Deal
jue., oct. 23 - dom., oct. 26
Porter Airlines Logo
11:00 am - 4:30 pmMDW-YUL
4h 30m1 stop
Porter Airlines Logo
6:45 am - 10:05 amYUL-MDW
4h 20m1 stop
$270Porter Airlines
Find Deal
vie., nov. 7 - dom., nov. 16
Multiple Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Multiple Airlines Logo
6:45 am - 8:32 amYUL-MDW
26h 47m2 stops
$296Multiple Airlines
Find Deal
jue., oct. 23 - jue., oct. 30
Multiple Airlines Logo
9:35 am - 12:27 amMDW-YUL
13h 52m1 stop
Multiple Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$301Multiple Airlines
Find Deal
jue., oct. 23 - vie., oct. 24

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 30
MDW4:15 pmChicago Midway
5h 30m
1 stop
YUL10:45 pmMontreal Pierre Elliott Trudeau Intl
Nov 6
YUL10:15 amMontreal Pierre Elliott Trudeau Intl
6h 05m
1 stop
MDW3:20 pmChicago Midway
$261
Find similar
Porter Airlines
Oct 23
MDW9:35 amChicago Midway
5h 25m
1 stop
YUL4:00 pmMontreal Pierre Elliott Trudeau Intl
Oct 26
YUL11:25 amMontreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 pmChicago Midway
$262
Find similar
Porter Airlines
Oct 6
MDW9:35 amChicago Midway
5h 25m
1 stop
YUL4:00 pmMontreal Pierre Elliott Trudeau Intl
Oct 7
YUL10:45 amMontreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW4:24 pmChicago Midway
$263
Find similar

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

Our best WestJet deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
WestJet
Sep 25
MDW12:43 pmChicago Midway
26h 44m
2 stops
YUL4:27 pmMontreal Pierre Elliott Trudeau Intl
Oct 19
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
27h 55m
2 stops
MDW9:40 amChicago Midway
$646
Find similar
WestJet
Sep 28
MDW7:15 pmChicago Midway
28h 12m
2 stops
YUL12:27 amMontreal Pierre Elliott Trudeau Intl
Oct 1
YUL5:30 pmMontreal Pierre Elliott Trudeau Intl
17h 10m
2 stops
MDW9:40 amChicago Midway
$660
Find similar
WestJet
Sep 28
MDW7:15 pmChicago Midway
28h 12m
2 stops
YUL12:27 amMontreal Pierre Elliott Trudeau Intl
Sep 30
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
31h 18m
2 stops
MDW1:03 pmChicago Midway
$679
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 septiembre 16, 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

jue. 10/30

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

jue. 11/6

10:15 am-3:20 pm

1 stop6h 05m

$261

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 10/23

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

dom. 10/26

11:25 am-3:20 pm

1 stop4h 55m

$262

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

lun. 10/6

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

mar. 10/7

10:45 am-4:24 pm

1 stop6h 39m

$263

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 10/10

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

mié. 10/15

1:10 pm-4:24 pm

1 stop4h 14m

$264

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 10/10

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

mar. 10/14

10:45 am-4:24 pm

1 stop6h 39m

$265

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 10/31

11:00 am-6:45 pm

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

vie. 11/7

6:45 am-10:05 am

1 stop4h 20m

$266

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 10/23

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

dom. 10/26

11:25 am-3:20 pm

1 stop4h 55m

$268

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 11/7

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

dom. 11/16

6:45 am-10:05 am

1 stop4h 20m

$270

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 10/23

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

jue. 10/30

6:45 am-8:32 am

2 stops26h 47m

$296

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 10/23

9:35 am-12:27 am

1 stop13h 52m

Montreal Pierre Elliott Trudeau Intl

vie. 10/24

1:10 pm-4:24 pm

1 stop4h 14m

$301

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 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 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 $652. Flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport on a Sunday will generally be more expensive and average around $831. 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 $600. 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 $821.

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport. There are no popular flight routes from Chicago Midway Airport to 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
7.9
363 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
Saint-Sauveur
Sherbrooke
Cornwall
Boucherville
Bromont
Drummondville
Montebello
Saint-Jean-sur-Richelieu
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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