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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport from $148

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 Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport departing on 1/11. 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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Find the cheapest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Montreal Pierre Elliott Trudeau Intl Airport 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 Pierre Elliott Trudeau Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Montreal Pierre Elliott Trudeau Intl Airport 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 Pierre Elliott Trudeau Intl Airport to Chicago

Find recent round-trip train or bus tickets from Montreal Pierre Elliott Trudeau Intl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
$243Porter Airlines
Find Deal
Sat, Jan 11 - Sun, Jan 12
6:45 am - 12:10 pmYUL-MDW
6h 25m1 stop
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
$244Porter Airlines
Find Deal
Sat, Jan 11 - Sun, Jan 12
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
$245Porter Airlines
Find Deal
Mon, Jan 13 - Mon, Jan 20
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
$246Porter Airlines
Find Deal
Mon, Feb 3 - Fri, Feb 7
7:05 am - 1:08 pmYUL-MDW
7h 03m1 stop
2:08 pm - 11:25 pmMDW-YUL
8h 17m1 stop
$290Delta
Find Deal
Fri, Jan 10 - Mon, Jan 13
7:05 am - 1:08 pmYUL-MDW
7h 03m1 stop
6:28 pm - 11:25 pmMDW-YUL
3h 57m1 stop
$291Delta
Find Deal
Sun, Jan 12 - Tue, Jan 21
6:45 am - 10:12 amYUL-MDW
28h 27m2 stops
6:59 pm - 11:36 pmMDW-YUL
27h 37m1 stop
$379WestJet
Find Deal
Fri, Jan 10 - Mon, Jan 13
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
10:19 am - 11:36 pmMDW-YUL
12h 17m1 stop
Thu, Jan 16 - Tue, Jan 28
6:45 am - 10:12 amYUL-MDW
28h 27m2 stops
6:59 pm - 11:36 pmMDW-YUL
27h 37m1 stop
$458WestJet
Find Deal
Sat, Jan 11 - Mon, Jan 13
8:55 am - 12:10 pmYUL-MDW
4h 15m1 stop
6:59 pm - 12:30 pmMDW-YUL
16h 31m2 stops
Fri, Jan 10 - Mon, Jan 13
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
$148Porter Airlines
Find Deal
Sat, Jan 11
6:50 am - 12:10 pmYUL-MDW
6h 20m1 stop
$149Porter Airlines
Find Deal
Mon, Jan 13
6:55 am - 12:10 pmYUL-MDW
6h 15m1 stop
$150Porter Airlines
Find Deal
Wed, Jan 8
6:55 am - 12:10 pmYUL-MDW
6h 15m1 stop
$169Porter Airlines
Find Deal
Fri, Jan 10
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
$170Porter Airlines
Find Deal
Mon, Mar 31
5:35 pm - 1:08 pmYUL-MDW
20h 33m2 stops
Sat, Jan 11
6:30 pm - 4:14 pmYUL-MDW
22h 44m2 stops
Mon, Jan 13
6:45 am - 10:06 pmYUL-MDW
16h 21m2 stops
$460WestJet
Find Deal
Wed, Jan 1
7:05 am - 5:47 pmYUL-MDW
11h 42m2 stops
$461Delta
Find Deal
Wed, Jan 8
7:05 am - 5:47 pmYUL-MDW
11h 42m2 stops
$469Delta
Find Deal
Wed, Jan 8
10:45 am - 4:40 pmYUL-MDW
6h 55m1 stop
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
$485Porter Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
1:05 pm - 7:25 pmMDW-YUL
5h 20m1 stop
$491Porter Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 8
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
5:35 pm - 10:45 pmMDW-YUL
4h 10m1 stop
$498Porter Airlines
Find Deal
Mon, Dec 23 - Mon, Dec 23
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
11:15 am - 4:50 pmMDW-YUL
4h 35m1 stop
$531Porter Airlines
Find Deal
Sun, Dec 22 - Sun, Dec 29
7:00 am - 4:17 pmYUL-MDW
10h 17m1 stop
9:34 am - 4:00 pmMDW-YUL
5h 26m1 stop
$695Delta
Find Deal
Thu, Dec 19 - Tue, Jan 7
6:45 am - 9:23 amYUL-MDW
27h 38m2 stops
5:04 pm - 11:43 pmMDW-YUL
5h 39m1 stop
$787WestJet
Find Deal
Sun, Dec 22 - Thu, Dec 26
6:45 am - 9:23 amYUL-MDW
27h 38m2 stops
12:10 pm - 11:33 amMDW-YUL
22h 23m1 stop
$798WestJet
Find Deal
Sun, Dec 22 - Mon, Dec 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
9:59 pm - 2:10 pmMDW-YUL
15h 11m2 stops
Mon, Dec 23 - Mon, Dec 30
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
9:59 pm - 2:10 pmMDW-YUL
15h 11m2 stops
Sat, Dec 21 - Mon, Dec 30
7:00 am - 4:17 pmYUL-MDW
10h 17m1 stop
9:34 am - 9:06 pmMDW-YUL
10h 32m2 stops
$945Delta
Find Deal
Thu, Dec 19 - Wed, Jan 8

Porter Airlines flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Our best Porter Airlines deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
Porter Airlines
Jan 11
YUL6:50 amMontreal Pierre Elliott Trudeau Intl
6h 20m
1 stop
MDW12:10 pmChicago Midway
Jan 12
MDW1:05 pmChicago Midway
3h 55m
1 stop
YUL6:00 pmMontreal Pierre Elliott Trudeau Intl
Porter Airlines
Jan 11
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
6h 25m
1 stop
MDW12:10 pmChicago Midway
Jan 12
MDW1:05 pmChicago Midway
5h 20m
1 stop
YUL7:25 pmMontreal Pierre Elliott Trudeau Intl
Porter Airlines
Jan 13
YUL6:50 amMontreal Pierre Elliott Trudeau Intl
6h 20m
1 stop
MDW12:10 pmChicago Midway
Jan 20
MDW1:05 pmChicago Midway
5h 20m
1 stop
YUL7:25 pmMontreal Pierre Elliott Trudeau Intl

WestJet flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Our best WestJet deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
WestJet
Jan 10
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
28h 27m
2 stops
MDW10:12 amChicago Midway
Jan 13
MDW6:59 pmChicago Midway
27h 37m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Jan 11
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
28h 27m
2 stops
MDW10:12 amChicago Midway
Jan 13
MDW6:59 pmChicago Midway
27h 37m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Feb 19
YUL6:45 amMontreal Pierre Elliott Trudeau Intl
28h 27m
2 stops
MDW10:12 amChicago Midway
Feb 27
MDW1:26 pmChicago Midway
9h 14m
1 stop
YUL11:40 pmMontreal Pierre Elliott Trudeau Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Montreal Pierre Elliott Trudeau Intl Airport 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 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 Pierre Elliott Trudeau Intl Airport, with most prices found around $263. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Montreal Pierre Elliott Trudeau Intl Airport 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, Friday is the cheapest day to fly to Chicago Midway Airport from Montreal Pierre Elliott Trudeau Intl Airport. The lowest ticket price found for a Friday departure recently was $277. 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, Sunday is the most expensive day to depart from Montreal Pierre Elliott Trudeau Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $346.

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

Flying to Chicago Midway Airport from Montreal Pierre Elliott Trudeau Intl Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as $325 when looking at flights departing in the morning. 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 Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flights?

You could potentially save up to 25% on your flight if you consider stops on a Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight.

When to book flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal Pierre Elliott Trudeau Intl Airport 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 Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport (YUL to MDW) flight deals and tips

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

Best Price Found

$148

Fastest flight time

4h 15m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Montreal Pierre Elliott Trudeau Intl Airport in the past 72 hours is $148. The best round-trip flight deal from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $243.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport takes 4h 15m
There are no direct flights from Montreal Pierre Elliott Trudeau Intl Airport 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 Pierre Elliott Trudeau Intl to Chicago Midway by plane?

    The distance between Montreal Pierre Elliott Trudeau Intl and Chicago Midway is about 742.9 mi. By plane, this route typically takes 4h 15m.

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

    Prices for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport.

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

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?


Best airlines flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $261Free CancellationRating
7.9
283 reviews
Search Porter Airlines flights

Why use momondo?

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

Finding the right flight to Chicago from Montreal is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Montreal to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Montreal. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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