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Cheap flights from Chicago Midway Airport to Montreal from $145

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 9/15. 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
1 adult, Economy, 0 bags

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
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
Porter Airlines Logo
10:35 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 00m1 stop Toronto Island
$299Porter Airlines
Sat, Sep 19 - Sun, Sep 20
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
$303Porter Airlines
Fri, Sep 18 - Fri, Sep 25
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
$308Porter Airlines
Fri, Sep 25 - Mon, Sep 28
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
$309Porter Airlines
Tue, Sep 22 - Tue, Sep 29
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
$311Porter Airlines
Tue, Oct 13 - Sat, Oct 17
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
$312Porter Airlines
Sat, Sep 19 - Sat, Sep 26
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
$313Porter Airlines
Tue, Sep 15 - Tue, Sep 29
Porter Airlines Logo
2:00 pm - 11:44 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
8h 44m1 stop Minneapolis St Paul
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
$315Porter Airlines
Tue, Sep 15 - Fri, Sep 18
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
$316Porter Airlines
Sat, Oct 10 - Mon, Oct 12
Delta Logo
1:00 pm - 11:50 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
9h 50m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:39 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
7h 39m1 stop Detroit Metropolitan Wayne County
$335Delta
Tue, Sep 29 - Sat, Oct 3

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Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal flight tickets
Delta
Sep 5
MDW5:45 pmChicago Midway
4h 45m
1 stop
YUL11:30 pmMontreal Pierre Elliott Trudeau Intl
Sep 12
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 07m
1 stop
MDW9:07 amChicago Midway
$335
Delta
Aug 29
MDW6:42 pmChicago Midway
3h 48m
1 stop
YUL11:30 pmMontreal Pierre Elliott Trudeau Intl
Aug 30
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
5h 51m
1 stop
MDW11:51 amChicago Midway
$359
Delta
Aug 23
MDW1:25 pmChicago Midway
9h 05m
1 stop
YUL11:30 pmMontreal Pierre Elliott Trudeau Intl
Aug 29
YUL2:46 pmMontreal Pierre Elliott Trudeau Intl
8h 50m
1 stop
MDW10:36 pmChicago Midway
$360

Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
Sep 30
MDW3:20 pmChicago Midway
4h 52m
1 stop
YUL9:12 pmMontreal Pierre Elliott Trudeau Intl
Oct 7
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 amChicago Midway
$287
Porter Airlines
Sep 22
MDW11:45 amChicago Midway
5h 27m
1 stop
YUL6:12 pmMontreal Pierre Elliott Trudeau Intl
Sep 29
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 amChicago Midway
$294
Porter Airlines
Sep 17
MDW11:45 amChicago Midway
5h 27m
1 stop
YUL6:12 pmMontreal Pierre Elliott Trudeau Intl
Sep 24
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 amChicago Midway
$297

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 August 9, 2026.
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

Cheapest round-trip

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Sat 9/19

11:45 am-6:12 pm

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Sun 9/20

10:35 am-2:35 pm

1 stop5h 00m

$299

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Fri 9/18

11:45 am-6:12 pm

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Fri 9/25

6:30 am-11:00 am

1 stop5h 30m

$303
Quickest round-trip

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Fri 9/25

3:20 pm-9:12 pm

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Mon 9/28

6:30 am-11:00 am

1 stop5h 30m

$308

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 9/22

3:20 pm-9:12 pm

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Tue 9/29

6:30 am-11:00 am

1 stop5h 30m

$309

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 10/13

3:20 pm-9:12 pm

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Sat 10/17

6:30 am-11:00 am

1 stop5h 30m

$311

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Sat 9/19

11:45 am-6:12 pm

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Sat 9/26

6:30 am-11:00 am

1 stop5h 30m

$312

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 9/15

3:20 pm-9:12 pm

1 stop4h 52m

Montreal Pierre Elliott Trudeau Intl

Tue 9/29

9:00 am-2:35 pm

1 stop6h 35m

$313

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 9/15

2:00 pm-11:44 pm

1 stop8h 44m

Montreal Pierre Elliott Trudeau Intl

Fri 9/18

9:00 am-2:35 pm

1 stop6h 35m

$315

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Sat 10/10

11:45 am-6:12 pm

1 stop5h 27m

Montreal Pierre Elliott Trudeau Intl

Mon 10/12

6:30 am-11:00 am

1 stop5h 30m

$316

ChicagoMontreal

MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl

MDWYUL

Chicago Midway

Tue 9/29

1:00 pm-11:50 pm

1 stop9h 50m

Montreal Pierre Elliott Trudeau Intl

Sat 10/3

6:00 am-12:39 pm

1 stop7h 39m

$335

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 $561. Flights from Chicago Midway Airport to Montreal on a Sunday will generally be more expensive and average around $820. 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 $624. In the afternoon is when there is more demand to fly to Montreal, so prices are often more expensive at around $757 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 42m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal takes 3h 42m
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

Frequently asked questions about flying from Chicago Midway Airport to Montreal

  • 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 42m, 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 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?

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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Tue 9/8
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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