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Cheap flights from Chicago Midway Airport to Montreal from $108

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 5/11. 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
10:30 am - 6:15 pm
MDW
-
YUL
6h 45m
1 stop
Porter Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
$250Porter Airlines
Fri, May 1 - Fri, May 8
Porter Airlines Logo
10:30 am - 6:15 pm
MDW
-
YUL
6h 45m
1 stop
Porter Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
$253Porter Airlines
Tue, May 5 - Fri, May 8
Porter Airlines Logo
10:30 am - 5:15 pm
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
6:30 am - 9:40 am
YUL
-
MDW
4h 10m
1 stop
$261Porter Airlines
Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
7:30 am - 4:25 pm
MDW
-
YUL
7h 55m
1 stop
Multiple Airlines Logo
9:50 am - 3:20 pm
YUL
-
MDW
6h 30m
1 stop
$266Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Porter Airlines Logo
4:05 pm - 10:45 pm
MDW
-
YUL
5h 40m
1 stop
Porter Airlines Logo
9:50 am - 3:20 pm
YUL
-
MDW
6h 30m
1 stop
$267Porter Airlines
Fri, Apr 24 - Sun, Apr 26
Multiple Airlines Logo
7:30 am - 4:25 pm
MDW
-
YUL
7h 55m
1 stop
Multiple Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
$269Multiple Airlines
Mon, Apr 27 - Fri, May 1
Porter Airlines Logo
3:20 pm - 8:10 pm
MDW
-
YUL
3h 50m
1 stop
Porter Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
$277Porter Airlines
Fri, May 8 - Mon, May 11
Porter Airlines Logo
3:20 pm - 8:10 pm
MDW
-
YUL
3h 50m
1 stop
Porter Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
$278Porter Airlines
Fri, May 8 - Mon, May 11
Multiple Airlines Logo
7:30 am - 3:10 pm
MDW
-
YUL
30h 40m
2 stops
Multiple Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
$279Multiple Airlines
Tue, Apr 28 - Tue, May 5
Porter Airlines Logo
10:30 am - 5:15 pm
MDW
-
YUL
5h 45m
1 stop
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
$280Porter Airlines
Sun, May 3 - Mon, May 11

Delta flights from Chicago Midway Airport to Montreal

Our best Delta deals on Chicago Midway Airport to Montreal flight tickets
Delta
Apr 17
MDW6:38 pmChicago Midway
3h 41m
1 stop
YUL11:19 pmMontreal Pierre Elliott Trudeau Intl
Apr 21
YUL12:55 pmMontreal Pierre Elliott Trudeau Intl
6h 03m
1 stop
MDW5:58 pmChicago Midway
$325
Delta
Apr 15
MDW1:24 pmChicago Midway
8h 44m
1 stop
YUL11:08 pmMontreal Pierre Elliott Trudeau Intl
Apr 18
YUL12:42 pmMontreal Pierre Elliott Trudeau Intl
10h 46m
1 stop
MDW10:28 pmChicago Midway
$411
Delta
Apr 9
MDW12:47 pmChicago Midway
9h 57m
1 stop
YUL11:44 pmMontreal Pierre Elliott Trudeau Intl
Apr 13
YUL12:50 pmMontreal Pierre Elliott Trudeau Intl
10h 38m
1 stop
MDW10:28 pmChicago Midway
$497

Porter Airlines flights from Chicago Midway Airport to Montreal

Our best Porter Airlines deals on Chicago Midway Airport to Montreal flight tickets
Porter Airlines
May 1
MDW10:30 amChicago Midway
6h 45m
1 stop
YUL6:15 pmMontreal Pierre Elliott Trudeau Intl
May 8
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 amChicago Midway
$250
Porter Airlines
May 5
MDW10:30 amChicago Midway
6h 45m
1 stop
YUL6:15 pmMontreal Pierre Elliott Trudeau Intl
May 8
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
4h 15m
1 stop
MDW9:45 amChicago Midway
$253
Porter Airlines
May 29
MDW10:30 amChicago Midway
5h 45m
1 stop
YUL5:15 pmMontreal Pierre Elliott Trudeau Intl
Jun 2
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
4h 10m
1 stop
MDW9:40 amChicago Midway
$261

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 April 5, 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 - YUL

MDWYUL

Chicago Midway

Fri 5/1

10:30 am-6:15 pm

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Fri 5/8

6:30 am-9:45 am

1 stop4h 15m

$250

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 5/5

10:30 am-6:15 pm

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Fri 5/8

6:30 am-9:45 am

1 stop4h 15m

$253

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/29

10:30 am-5:15 pm

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Tue 6/2

6:30 am-9:40 am

1 stop4h 10m

$261

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 4/23

7:30 am-4:25 pm

1 stop7h 55m

Montreal Pierre Elliott Trudeau Intl

Sun 4/26

9:50 am-3:20 pm

1 stop6h 30m

$266

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 4/24

4:05 pm-10:45 pm

1 stop5h 40m

Montreal Pierre Elliott Trudeau Intl

Sun 4/26

9:50 am-3:20 pm

1 stop6h 30m

$267

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 4/27

7:30 am-4:25 pm

1 stop7h 55m

Montreal Pierre Elliott Trudeau Intl

Fri 5/1

6:30 am-9:45 am

1 stop4h 15m

$269
Quickest round-trip

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/8

3:20 pm-8:10 pm

1 stop3h 50m

Montreal Pierre Elliott Trudeau Intl

Mon 5/11

6:30 am-9:45 am

1 stop4h 15m

$277

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Fri 5/8

3:20 pm-8:10 pm

1 stop3h 50m

Montreal Pierre Elliott Trudeau Intl

Mon 5/11

6:30 am-9:45 am

1 stop4h 15m

$278

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 4/28

7:30 am-3:10 pm

2 stops30h 40m

Montreal Pierre Elliott Trudeau Intl

Tue 5/5

10:35 am-2:35 pm

1 stop5h 00m

$279

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 5/3

10:30 am-5:15 pm

1 stop5h 45m

Montreal Pierre Elliott Trudeau Intl

Mon 5/11

10:35 am-2:35 pm

1 stop5h 00m

$280

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 $529. Flights from Chicago Midway Airport to Montreal on a Sunday will generally be more expensive and average around $797. 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 $538. In the afternoon is when there is more demand to fly to Montreal, so prices are often more expensive at around $741 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 50m

Direct flights

None
The fastest flight from Chicago Midway Airport to Montreal takes 3h 50m
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 50m, 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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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