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Cheap flights from Chicago Midway Airport to Montreal from $101

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 10/24. 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
$232Porter Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
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
$234Porter Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
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
$235Porter Airlines
Find Deal
Fri, Oct 24 - Sun, Oct 26
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
$236Porter Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
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
$238Porter Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
Porter Airlines Logo
4:15 pm - 10:45 pmMDW-YUL
5h 30m1 stop
Porter Airlines Logo
6:45 am - 10:05 amYUL-MDW
4h 20m1 stop
$240Porter Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
Porter Airlines Logo
9:35 am - 4:00 pmMDW-YUL
5h 25m1 stop
Porter Airlines Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$242Porter Airlines
Find Deal
Mon, Oct 20 - Thu, Oct 23
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
$253Porter Airlines
Find Deal
Thu, Oct 9 - Thu, Oct 16
Logo
5:56 pm - 5:55 pmMDW-YUL
22h 59m1 stop
Logo
1:10 pm - 4:24 pmYUL-MDW
4h 14m1 stop
$283
Find Deal
Tue, Oct 7 - Tue, Oct 14
Delta Logo
5:32 pm - 11:59 pmMDW-YUL
5h 27m1 stop
Delta Logo
7:00 am - 3:43 pmYUL-MDW
9h 43m1 stop
$307Delta
Find Deal
Tue, Dec 2 - Sat, Dec 6

Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
Oct 23
MDW5:20 pmChicago Midway
3h 55m
1 stop
YUL10:15 pmMontreal Pierre Elliott Trudeau Intl
Oct 27
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
4h 20m
1 stop
MDW10:05 amChicago Midway
$232
Find similar
Porter Airlines
Oct 23
MDW5:20 pmChicago Midway
3h 55m
1 stop
YUL10:15 pmMontreal Pierre Elliott Trudeau Intl
Oct 27
YUL11:25 amMontreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 pmChicago Midway
$234
Find similar
Porter Airlines
Oct 24
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
$235
Find similar

Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal flight tickets
Delta
Dec 2
MDW5:32 pmChicago Midway
5h 27m
1 stop
YUL11:59 pmMontreal Pierre Elliott Trudeau Intl
Dec 6
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
9h 43m
1 stop
MDW3:43 pmChicago Midway
$307
Find similar
Delta
Sep 24
MDW12:43 pmChicago Midway
10h 13m
1 stop
YUL11:56 pmMontreal Pierre Elliott Trudeau Intl
Sep 27
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 28m
1 stop
MDW12:28 pmChicago Midway
$408
Find similar
Delta
Sep 24
MDW9:35 amChicago Midway
11h 22m
2 stops
YUL9:57 pmMontreal Pierre Elliott Trudeau Intl
Sep 27
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
$675
Find similar

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 832,500 searches. Data last updated September 11, 2025.
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

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/23

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 10/27

6:45 am-10:05 am

1 stop4h 20m

$232

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/23

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 10/27

11:25 am-3:20 pm

1 stop4h 55m

$234

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 10/24

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

$235

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/23

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 10/27

11:25 am-3:20 pm

1 stop4h 55m

$236

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 10/7

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Tue 10/14

10:45 am-4:24 pm

1 stop6h 39m

$238

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 12/4

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Tue 12/9

6:45 am-10:05 am

1 stop4h 20m

$240

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 10/20

9:35 am-4:00 pm

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Thu 10/23

1:10 pm-4:24 pm

1 stop4h 14m

$242

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/9

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Thu 10/16

1:10 pm-4:24 pm

1 stop4h 14m

$253

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 10/7

5:56 pm-5:55 pm

1 stop22h 59m

Montreal Pierre Elliott Trudeau Intl

Tue 10/14

1:10 pm-4:24 pm

1 stop4h 14m

$283

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 12/2

5:32 pm-11:59 pm

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Sat 12/6

7:00 am-3:43 pm

1 stop9h 43m

$307

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?

The cheapest day to depart from Chicago Midway Airport to Montreal is on a Thursday when prices can be found for as low as $655. Flights from Chicago Midway Airport to Montreal 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?

Our most recent data shows that the best time of day to fly to Montreal is at noon. Flights from Chicago Midway Airport to Montreal during this time can be as low as $601. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $823 per ticket.

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Montreal. There are no popular flight routes from Chicago Midway Airport to Montreal.
Search flight deals

  • How far is Chicago Midway to Montreal by plane?

    The straight-line distance from Chicago Midway to Montreal is 752.3 mi. Flights usually cover this in 3h 55m, depending on flying conditions and air traffic around both airports.

  • 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 many operators does momondo search for flights from Chicago Midway Airport to Montreal?

  • How old do you have to be to fly from Chicago Midway Airport to Montreal?

    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.

  • 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.

  • What is the most popular airline from Chicago Midway Airport to Montreal?

Best airlines flying from Chicago Midway Airport to Montreal

Compare and see reviews for airlines that fly from Chicago Midway Airport to Montreal with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $245Free CancellationRating
7.9
363 reviews
Search Porter Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Montreal. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Montreal from Chicago with this policy.

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 simply researching potential flights to Montreal, momondo offers a useful price alert feature which will track prices for flights to Montreal from Chicago and alert you when they change.

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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 9.4 mi from Montreal
Montreal St Hubert Airport
Montreal Pierre Elliott Trudeau Intl Airport