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Cheap flights from Montreal to Chicago Midway Airport from $171

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 4/19. 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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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.
6:00 am - 5:47 pmYUL-MDW
12h 47m1 stop
10:19 am - 11:36 pmMDW-YUL
12h 17m1 stop
$307WestJet
Find Deal
Fri, Jan 24 - Mon, Feb 10
6:00 am - 6:32 pmYUL-MDW
13h 32m1 stop
2:15 pm - 11:41 pmMDW-YUL
8h 26m1 stop
$309WestJet
Find Deal
Sun, Dec 15 - Tue, Dec 17
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
5:35 pm - 10:30 pmMDW-YUL
3h 55m1 stop
$311Porter Airlines
Find Deal
Thu, Mar 20 - Sun, Mar 23
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
11:25 am - 7:20 pmMDW-YUL
6h 55m1 stop
$313Porter Airlines
Find Deal
Mon, Dec 23 - Sat, Dec 28
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
5:35 pm - 10:45 pmMDW-YUL
4h 10m1 stop
$314Porter Airlines
Find Deal
Thu, Mar 27 - Mon, Mar 31
6:00 am - 12:46 pmYUL-MDW
7h 46m1 stop
1:26 pm - 11:36 pmMDW-YUL
9h 10m1 stop
$315WestJet
Find Deal
Thu, Jan 30 - Wed, Feb 5
5:35 pm - 11:48 amYUL-MDW
19h 13m1 stop
5:35 pm - 10:45 pmMDW-YUL
4h 10m1 stop
Thu, Dec 12 - Mon, Dec 16
5:35 pm - 11:48 amYUL-MDW
19h 13m1 stop
12:05 pm - 6:00 pmMDW-YUL
4h 55m1 stop
Thu, Dec 12 - Mon, Dec 16
12:50 pm - 5:01 pmYUL-MDW
5h 11m1 stop
5:50 pm - 11:11 pmMDW-YUL
4h 21m1 stop
$394Delta
Find Deal
Thu, Dec 12 - Mon, Dec 16
7:10 am - 12:49 pmYUL-MDW
6h 39m1 stop
5:50 pm - 11:11 pmMDW-YUL
4h 21m1 stop
$409Delta
Find Deal
Tue, Dec 3 - Sat, Dec 14
12:45 pm - 6:00 pmYUL-MDW
6h 15m1 stop
$171WestJet
Find Deal
Sat, Apr 19
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$174Porter Airlines
Find Deal
Wed, Dec 4
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$179Porter Airlines
Find Deal
Thu, Apr 24
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$188Porter Airlines
Find Deal
Tue, Dec 17
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$189Porter Airlines
Find Deal
Wed, Dec 25
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
$190Porter Airlines
Find Deal
Tue, Dec 17
2:35 pm - 11:48 amYUL-MDW
22h 13m2 stops
Wed, Dec 11
5:35 pm - 11:42 amYUL-MDW
19h 07m2 stops
Tue, Dec 10
6:45 am - 5:10 pmYUL-MDW
11h 25m2 stops
$431Delta
Find Deal
Sat, Mar 29
6:45 am - 5:10 pmYUL-MDW
11h 25m2 stops
$465Delta
Find Deal
Mon, Mar 31
6:00 am - 6:32 pmYUL-MDW
13h 32m1 stop
2:17 pm - 11:33 pmMDW-YUL
8h 16m1 stop
$406WestJet
Find Deal
Sun, Nov 24 - Wed, Nov 27
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$423Porter Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
12:05 pm - 7:20 pmMDW-YUL
6h 15m1 stop
$430Porter Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
12:05 pm - 7:20 pmMDW-YUL
6h 15m1 stop
$451Porter Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$452Porter Airlines
Find Deal
Fri, Nov 22 - Fri, Nov 29
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$456Porter Airlines
Find Deal
Mon, Nov 25 - Tue, Dec 3
7:10 am - 12:49 pmYUL-MDW
6h 39m1 stop
1:30 pm - 11:11 pmMDW-YUL
8h 41m1 stop
$521Delta
Find Deal
Sat, Nov 23 - Tue, Nov 26
5:15 pm - 2:01 pmYUL-MDW
21h 46m2 stops
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
Fri, Nov 22 - Fri, Nov 29
12:50 pm - 2:01 pmYUL-MDW
26h 11m2 stops
11:15 am - 7:25 pmMDW-YUL
7h 10m1 stop
Fri, Nov 22 - Sun, Nov 24
12:50 pm - 5:02 pmYUL-MDW
5h 12m1 stop
9:31 am - 9:08 pmMDW-YUL
10h 37m2 stops
$1,277Delta
Find Deal
Mon, Nov 25 - Mon, Dec 2

Porter Airlines flights from Montreal to Chicago Midway Airport

Our best Porter Airlines deals on Montreal to Chicago Midway Airport flight tickets
Porter Airlines
Mar 20
YUL11:50 amMontreal Pierre Elliott Trudeau Intl
5h 50m
1 stop
MDW4:40 pmChicago Midway
Mar 23
MDW5:35 pmChicago Midway
3h 55m
1 stop
YUL10:30 pmMontreal Pierre Elliott Trudeau Intl
Porter Airlines
Dec 23
YUL10:45 amMontreal Pierre Elliott Trudeau Intl
6h 55m
1 stop
MDW4:40 pmChicago Midway
Dec 28
MDW11:25 amChicago Midway
6h 55m
1 stop
YUL7:20 pmMontreal Pierre Elliott Trudeau Intl
Porter Airlines
Mar 27
YUL11:50 amMontreal Pierre Elliott Trudeau Intl
5h 50m
1 stop
MDW4:40 pmChicago Midway
Mar 31
MDW5:35 pmChicago Midway
4h 10m
1 stop
YUL10:45 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
Jan 24
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
12h 47m
1 stop
MDW5:47 pmChicago Midway
Feb 10
MDW10:19 amChicago Midway
12h 17m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Dec 15
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
13h 32m
1 stop
MDW6:32 pmChicago Midway
Dec 17
MDW2:15 pmChicago Midway
8h 26m
1 stop
YUL11:41 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Jan 30
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 pmChicago Midway
Feb 5
MDW1:26 pmChicago Midway
9h 10m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl

See travel insights to Chicago from

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 to Chicago Midway Airport?

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Montreal, with most prices found around $263. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Montreal during the month September is also very affordable. Most momondo users find prices during this month for around $267.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Montreal. The lowest ticket price found for a Tuesday departure recently was $0. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Montreal because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $340.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Montreal at noon is the least expensive time of day to depart. momondo users have found prices as low as $0 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $384. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You could potentially save up to 8% 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

$171

Fastest flight time

4h 15m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Montreal in the past 72 hours is $171. The best round-trip flight deal from Montreal to Chicago Midway Airport found on momondo in the last 72 hours is $307.
The fastest flight from Montreal to Chicago Midway Airport takes 4h 15m
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 15m 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.

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


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
288 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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