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Cheap flights from Montreal to Chicago Midway Airport from $141

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal to Chicago Midway Airport departing on 11/29. 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 Montreal to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Montreal to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Montreal to Chicago.

Cheap last minute flights

Planning a quick getaway from Montreal to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Montreal to Chicago

Find recent round-trip train or bus tickets from Montreal to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$247Porter Airlines
Find Deal
Sun, Nov 24 - Sat, Nov 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
12:05 pm - 6:00 pmMDW-YUL
4h 55m1 stop
$249Porter Airlines
Find Deal
Fri, Dec 6 - Mon, Dec 9
6:50 am - 12:00 pmYUL-MDW
6h 10m1 stop
11:15 am - 4:50 pmMDW-YUL
4h 35m1 stop
$250Porter Airlines
Find Deal
Sat, Dec 14 - Sun, Dec 15
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$252Porter Airlines
Find Deal
Wed, Dec 4 - Sat, Dec 7
6:00 am - 1:35 pmYUL-MDW
8h 35m1 stop
12:44 pm - 11:55 pmMDW-YUL
10h 11m1 stop
$274Delta
Find Deal
Tue, Dec 3 - Thu, Dec 12
7:10 am - 12:49 pmYUL-MDW
6h 39m1 stop
9:31 am - 4:22 pmMDW-YUL
5h 51m1 stop
$286Delta
Find Deal
Tue, Nov 19 - Wed, Nov 27
6:30 pm - 10:12 amYUL-MDW
16h 42m2 stops
6:59 pm - 11:36 pmMDW-YUL
27h 37m1 stop
$327WestJet
Find Deal
Fri, Feb 7 - Sun, Feb 9
6:45 am - 9:50 amYUL-MDW
28h 05m2 stops
12:44 pm - 4:59 pmMDW-YUL
27h 15m1 stop
$332WestJet
Find Deal
Tue, Dec 3 - Sat, Dec 7
12:50 pm - 5:54 pmYUL-MDW
6h 04m1 stop
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
Thu, Nov 21 - Sun, Nov 24
6:30 pm - 9:50 amYUL-MDW
16h 20m2 stops
5:35 pm - 10:30 pmMDW-YUL
3h 55m1 stop
Fri, Dec 6 - Sun, Dec 8
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$141Porter Airlines
Find Deal
Fri, Nov 29
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$143Porter Airlines
Find Deal
Mon, Nov 25
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$149Porter Airlines
Find Deal
Wed, Dec 4
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$152Porter Airlines
Find Deal
Sun, Dec 15
6:00 am - 1:35 pmYUL-MDW
8h 35m1 stop
$195WestJet
Find Deal
Tue, Nov 19
1:30 pm - 11:08 amYUL-MDW
22h 38m2 stops
$205WestJet
Find Deal
Thu, Dec 19
6:45 am - 10:02 pmYUL-MDW
16h 17m2 stops
Sun, Dec 15
6:45 am - 8:46 pmYUL-MDW
15h 01m2 stops
Fri, Nov 15
6:05 am - 5:02 pmYUL-MDW
11h 57m2 stops
$356Delta
Find Deal
Mon, Nov 25
12:50 pm - 9:46 pmYUL-MDW
9h 56m1 stop
$434Delta
Find Deal
Fri, Nov 15
6:50 am - 12:00 pmYUL-MDW
6h 10m1 stop
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
$401Porter Airlines
Find Deal
Sat, Nov 9 - Tue, Nov 19
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
$426Porter Airlines
Find Deal
Fri, Nov 8 - Mon, Nov 18
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
11:15 am - 6:00 pmMDW-YUL
5h 45m1 stop
$448Porter Airlines
Find Deal
Thu, Nov 7 - Tue, Nov 12
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$451Porter Airlines
Find Deal
Thu, Nov 7 - Mon, Nov 11
12:45 pm - 9:59 amYUL-MDW
22h 14m1 stop
10:49 am - 11:36 amMDW-YUL
23h 47m1 stop
$455WestJet
Find Deal
Wed, Nov 6 - Sat, Nov 9
6:45 am - 9:38 pmYUL-MDW
15h 53m2 stops
12:43 pm - 11:59 pmMDW-YUL
10h 16m1 stop
$457WestJet
Find Deal
Sat, Nov 9 - Wed, Nov 20
6:50 am - 12:00 pmYUL-MDW
6h 10m1 stop
2:17 pm - 11:33 pmMDW-YUL
8h 16m1 stop
Sat, Nov 9 - Wed, Nov 20
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
10:32 pm - 4:35 pmMDW-YUL
17h 03m1 stop
Thu, Nov 7 - Mon, Nov 11
7:05 am - 5:03 pmYUL-MDW
10h 58m2 stops
2:17 pm - 11:33 pmMDW-YUL
8h 16m1 stop
$1,010Delta
Find Deal
Sat, Nov 9 - Mon, Nov 11
7:05 am - 5:03 pmYUL-MDW
10h 58m2 stops
12:43 pm - 11:59 pmMDW-YUL
10h 16m1 stop
$1,181Delta
Find Deal
Thu, Nov 7 - Tue, Nov 12

Delta flights from Montreal to Chicago Midway Airport

Our best Delta deals on Montreal to Chicago Midway Airport flight tickets
Delta
Dec 3
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
8h 35m
1 stop
MDW1:35 pmChicago Midway
Dec 12
MDW12:44 pmChicago Midway
10h 11m
1 stop
YUL11:55 pmMontreal Pierre Elliott Trudeau Intl
Delta
Nov 19
YUL7:10 amMontreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW12:49 pmChicago Midway
Nov 27
MDW9:31 amChicago Midway
5h 51m
1 stop
YUL4:22 pmMontreal Pierre Elliott Trudeau Intl
Delta
Nov 19
YUL12:50 pmMontreal Pierre Elliott Trudeau Intl
5h 12m
1 stop
MDW5:02 pmChicago Midway
Nov 25
MDW1:30 pmChicago Midway
8h 41m
1 stop
YUL11:11 pmMontreal Pierre Elliott Trudeau Intl

WestJet flights from Montreal to Chicago Midway Airport

Our best WestJet deals on Montreal to Chicago Midway Airport flight tickets
WestJet
Feb 7
YUL6:30 pmMontreal Pierre Elliott Trudeau Intl
16h 42m
2 stops
MDW10:12 amChicago Midway
Feb 9
MDW6:59 pmChicago Midway
27h 37m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Dec 3
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
28h 05m
2 stops
MDW9:50 amChicago Midway
Dec 7
MDW12:44 pmChicago Midway
27h 15m
1 stop
YUL4:59 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Feb 22
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
16h 04m
2 stops
MDW9:49 pmChicago Midway
Feb 27
MDW2:00 pmChicago Midway
8h 37m
1 stop
YUL11:37 pmMontreal Pierre Elliott Trudeau Intl

How to get the cheapest flight ticket from Montreal to Chicago Midway 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 typical price of a round-trip flight between Montreal and Chicago Midway Airport?

What is the cheapest month to fly from Montreal to Chicago Midway Airport?

December. The cheapest time of year to fly to Chicago Midway Airport from Montreal is December. Most expensive is October

What is the cheapest day to depart Montreal for Chicago Midway Airport?

Friday. The cheapest day of the week is typically Friday. The most expensive is typically Thursday

When is the cheapest time to fly from Montreal to Chicago Midway Airport?

In the morning. Montreal to Chicago Midway Airport flights are approximately 26% more expensive in the afternoon than in the morning

What is the cheapest airline that flies to Chicago Midway Airport from Montreal?

Porter Airlines. Porter Airlines is the most popular carrier operating from Montreal to Chicago Midway Airport

Can stopping save me money on Montreal to Chicago Midway Airport flights?

You could potentially save up to 30% on your flight if you consider stops on a Montreal to Chicago Midway Airport flight.

When to book flights from Montreal to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Montreal to Chicago Midway Airport (YMQ to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago Midway Airport

Best Price Found

$141

Fastest flight time

4h 05m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Montreal in the past 72 hours is $141. The best round-trip flight deal from Montreal to Chicago Midway Airport found on momondo in the last 72 hours is $247.
The fastest flight from Montreal to Chicago Midway Airport takes 4h 05m
There are no direct flights from Montreal to Chicago Midway Airport. Popular non-direct route for this connection is Montreal Pierre Elliott Trudeau Intl Airport - Chicago Midway Airport.

  • How far is Montreal to Chicago Midway by plane?

    There are 752.3 mi between Montreal and Chicago Midway. 4h 05m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Montreal to Chicago Midway Airport?

    Prices for flights from Montreal to Chicago Midway Airport refresh daily.

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

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

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway 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 Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Montreal to Chicago Midway Airport

Compare and see reviews for airlines that fly from Montreal to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $228Free CancellationRating
7.8
293 reviews
Search Porter Airlines flights

Why use momondo?

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

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

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

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

How can momondo help me find flights from Montreal to Chicago?

momondo helps you find the best flight between Montreal and Chicago 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 Montreal to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Montreal. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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