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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport from $169

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 12/29. 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 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 - 10:20 amYUL-MDW
4h 30m1 stop
1:05 pm - 6:00 pmMDW-YUL
3h 55m1 stop
$285Porter Airlines
Find Deal
Tue, Dec 31 - Wed, Jan 8
7:10 am - 12:49 pmYUL-MDW
6h 39m1 stop
6:00 am - 4:59 pmMDW-YUL
9h 59m1 stop
$304Delta
Find Deal
Tue, Dec 3 - Sun, Dec 8
6:00 am - 12:46 pmYUL-MDW
7h 46m1 stop
1:26 pm - 11:36 pmMDW-YUL
9h 10m1 stop
$305WestJet
Find Deal
Wed, Jan 8 - Wed, Jan 15
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$307Porter Airlines
Find Deal
Wed, Dec 4 - Sat, Dec 7
6:55 am - 12:00 pmYUL-MDW
6h 05m1 stop
5:35 pm - 10:45 pmMDW-YUL
4h 10m1 stop
$309Porter Airlines
Find Deal
Sat, Mar 1 - Thu, Mar 6
6:55 am - 12:00 pmYUL-MDW
6h 05m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$310Porter Airlines
Find Deal
Sat, Mar 1 - Wed, Mar 5
10:45 am - 4:40 pmYUL-MDW
6h 55m1 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
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 - Mon, Feb 10
7:00 am - 11:58 amYUL-MDW
5h 58m1 stop
1:30 pm - 11:11 pmMDW-YUL
8h 41m1 stop
$317Delta
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:50 am - 10:20 amYUL-MDW
4h 30m1 stop
$169Porter Airlines
Find Deal
Sun, Dec 29
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$170Porter Airlines
Find Deal
Wed, Dec 4
6:50 am - 11:10 amYUL-MDW
5h 20m1 stop
$171Porter Airlines
Find Deal
Wed, Dec 11
7:10 am - 12:49 pmYUL-MDW
6h 39m1 stop
$181Delta
Find Deal
Tue, Dec 3
6:50 am - 10:30 amYUL-MDW
4h 40m1 stop
$188Porter Airlines
Find Deal
Thu, Dec 5
1:30 pm - 12:46 pmYUL-MDW
24h 16m2 stops
$196WestJet
Find Deal
Tue, Jan 21
2:35 pm - 11:48 amYUL-MDW
22h 13m2 stops
Wed, Dec 11
2:35 pm - 11:48 amYUL-MDW
22h 13m2 stops
Wed, Dec 11
6:45 am - 6:04 pmYUL-MDW
12h 19m2 stops
$233WestJet
Find Deal
Sat, Apr 19
6:45 am - 5:10 pmYUL-MDW
11h 25m2 stops
$443Delta
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
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$426Porter Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$429Porter Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
11:15 am - 4:45 pmMDW-YUL
4h 30m1 stop
$448Porter Airlines
Find Deal
Thu, Nov 21 - Thu, Nov 28
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
5:35 pm - 10:45 pmMDW-YUL
4h 10m1 stop
$451Porter Airlines
Find Deal
Thu, Nov 21 - Thu, Nov 28
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
11:50 am - 4:40 pmYUL-MDW
5h 50m1 stop
12:55 pm - 6:15 pmMDW-YUL
4h 20m1 stop
$453Porter Airlines
Find Deal
Thu, Nov 21 - Sat, Nov 30
12:50 pm - 5:02 pmYUL-MDW
5h 12m1 stop
5:42 pm - 11:11 pmMDW-YUL
4h 29m1 stop
$469Delta
Find Deal
Sat, Nov 23 - Sat, Nov 30
7:00 am - 4:10 pmYUL-MDW
10h 10m1 stop
9:31 am - 4:22 pmMDW-YUL
5h 51m1 stop
$518Delta
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

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

Our best Delta deals on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flight tickets
Delta
Dec 3
YUL7:10 amMontreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW12:49 pmChicago Midway
Dec 8
MDW6:00 amChicago Midway
9h 59m
1 stop
YUL4:59 pmMontreal Pierre Elliott Trudeau Intl
Delta
Dec 12
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
5h 58m
1 stop
MDW11:58 amChicago Midway
Dec 16
MDW1:30 pmChicago Midway
8h 41m
1 stop
YUL11:11 pmMontreal Pierre Elliott Trudeau Intl
Delta
Jan 7
YUL12:48 pmMontreal Pierre Elliott Trudeau Intl
6h 26m
1 stop
MDW6:14 pmChicago Midway
Jan 14
MDW6:00 amChicago Midway
6h 45m
1 stop
YUL1:45 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 8
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 pmChicago Midway
Jan 15
MDW1:26 pmChicago Midway
9h 10m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Jan 30
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 46m
1 stop
MDW12:46 pmChicago Midway
Feb 10
MDW1:26 pmChicago Midway
9h 10m
1 stop
YUL11:36 pmMontreal Pierre Elliott Trudeau Intl
WestJet
Apr 19
YUL12:45 pmMontreal Pierre Elliott Trudeau Intl
6h 15m
1 stop
MDW6:00 pmChicago Midway
Apr 22
MDW9:20 amChicago Midway
13h 04m
1 stop
YUL11:24 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 from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

January. The cheapest time of year to fly to Chicago Midway Airport from Montreal Pierre Elliott Trudeau Intl Airport is January. Most expensive is October

What is the cheapest day to depart Montreal Pierre Elliott Trudeau Intl Airport for Chicago Midway Airport?

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

When is the cheapest time to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport?

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

Can stopping save me money on Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport flights?

You could potentially save up to 13% 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

$169

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 $169. 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 $285.
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 $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?

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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