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Cheap flights from Chicago Midway Airport to Montreal from $95

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 1/19. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to Montreal

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
11:00 am - 4:30 pm
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$217Porter Airlines
Thu, Apr 9 - Mon, Apr 13
Porter Airlines Logo
11:05 am - 5:45 pm
MDW
-
YUL
5h 40m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$220Porter Airlines
Wed, Feb 25 - Sun, Mar 1
Porter Airlines Logo
11:00 am - 4:30 pm
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
10:15 am - 3:20 pm
YUL
-
MDW
6h 05m1 stop
$227Porter Airlines
Fri, Apr 10 - Sun, Apr 12
Porter Airlines Logo
4:15 pm - 10:45 pm
MDW
-
YUL
5h 30m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$229Porter Airlines
Sun, Mar 15 - Thu, Mar 19
Delta Logo
1:28 pm - 11:10 pm
MDW
-
YUL
8h 42m1 stop
Delta Logo
6:00 am - 12:46 pm
YUL
-
MDW
7h 46m1 stop
$236Delta
Sat, Feb 14 - Sat, Feb 21
Porter Airlines Logo
11:00 am - 4:30 pm
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
6:45 am - 10:05 am
YUL
-
MDW
4h 20m1 stop
$238Porter Airlines
Fri, Jan 30 - Mon, Feb 2
Porter Airlines Logo
11:00 am - 4:30 pm
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$243Porter Airlines
Sun, Feb 1 - Sun, Feb 8
Porter Airlines Logo
11:00 am - 4:30 pm
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$255Porter Airlines
Wed, Feb 11 - Sun, Feb 22
Porter Airlines Logo
11:00 am - 4:30 pm
MDW
-
YUL
4h 30m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$257Porter Airlines
Wed, Mar 25 - Sun, Mar 29
Porter Airlines Logo
4:15 pm - 10:45 pm
MDW
-
YUL
5h 30m1 stop
Porter Airlines Logo
11:25 am - 3:20 pm
YUL
-
MDW
4h 55m1 stop
$260Porter Airlines
Thu, Feb 12 - Sun, Feb 22

Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
Apr 9
MDW11:00 amChicago Midway
4h 30m
1 stop
YUL4:30 pmMontreal Pierre Elliott Trudeau Intl
Apr 13
YUL11:25 amMontreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 pmChicago Midway
$217
Find similar
Porter Airlines
Feb 25
MDW11:05 amChicago Midway
5h 40m
1 stop
YUL5:45 pmMontreal Pierre Elliott Trudeau Intl
Mar 1
YUL11:25 amMontreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 pmChicago Midway
$220
Find similar
Porter Airlines
Apr 10
MDW11:00 amChicago Midway
4h 30m
1 stop
YUL4:30 pmMontreal Pierre Elliott Trudeau Intl
Apr 12
YUL10:15 amMontreal Pierre Elliott Trudeau Intl
6h 05m
1 stop
MDW3:20 pmChicago Midway
$227
Find similar

Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal flight tickets
Delta
Feb 14
MDW1:28 pmChicago Midway
8h 42m
1 stop
YUL11:10 pmMontreal Pierre Elliott Trudeau Intl
Feb 21
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 pmChicago Midway
$236
Find similar
Delta
Jan 22
MDW10:48 amChicago Midway
5h 07m
1 stop
YUL4:55 pmMontreal Pierre Elliott Trudeau Intl
Jan 25
YUL12:50 pmMontreal Pierre Elliott Trudeau Intl
10h 32m
1 stop
MDW10:22 pmChicago Midway
$264
Find similar
Delta
Feb 14
MDW1:28 pmChicago Midway
8h 42m
1 stop
YUL11:10 pmMontreal Pierre Elliott Trudeau Intl
Feb 21
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
9h 21m
1 stop
MDW3:21 pmChicago Midway
$286
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 December 4, 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 4/9

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 4/13

11:25 am-3:20 pm

1 stop4h 55m

$217

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 2/25

11:05 am-5:45 pm

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

Sun 3/1

11:25 am-3:20 pm

1 stop4h 55m

$220

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 4/10

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 4/12

10:15 am-3:20 pm

1 stop6h 05m

$227

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 3/15

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Thu 3/19

11:25 am-3:20 pm

1 stop4h 55m

$229

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 2/14

1:28 pm-11:10 pm

1 stop8h 42m

Montreal Pierre Elliott Trudeau Intl

Sat 2/21

6:00 am-12:46 pm

1 stop7h 46m

$236

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 1/30

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

6:45 am-10:05 am

1 stop4h 20m

$238

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 2/1

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 2/8

11:25 am-3:20 pm

1 stop4h 55m

$243

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 2/11

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 2/22

11:25 am-3:20 pm

1 stop4h 55m

$255

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 3/25

11:00 am-4:30 pm

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 3/29

11:25 am-3:20 pm

1 stop4h 55m

$257

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 2/12

4:15 pm-10:45 pm

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Sun 2/22

11:25 am-3:20 pm

1 stop4h 55m

$260

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 $624. 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 $588. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $784 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

Fastest flight time

3h 55m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal takes 3h 55m
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 $249Free CancellationRating
8.0
394 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