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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $168

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$281Porter Airlines
Wed, Oct 14 - Sat, Oct 17
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$282Porter Airlines
Wed, Oct 7 - Wed, Oct 14
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$282Porter Airlines
Fri, Sep 25 - Mon, Sep 28
Porter Airlines Logo
10:35 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 00m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$282Porter Airlines
Sun, Oct 11 - Sun, Oct 18
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$282Porter Airlines
Thu, Oct 22 - Fri, Oct 23
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$284Porter Airlines
Fri, Sep 25 - Mon, Sep 28
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$284Porter Airlines
Thu, Oct 1 - Sun, Oct 4
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$285Porter Airlines
Sat, Oct 3 - Wed, Oct 7
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$285Porter Airlines
Thu, Oct 22 - Sat, Oct 24
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$285Porter Airlines
Mon, Oct 19 - Wed, Oct 21

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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
Oct 14
YUL9:00 amMontreal Pierre Elliott Trudeau Intl
6h 35m
1 stop
MDW2:35 pmChicago Midway
Oct 17
MDW11:45 amChicago Midway
5h 27m
1 stop
YUL6:12 pmMontreal Pierre Elliott Trudeau Intl
$281
Porter Airlines
Sep 25
YUL9:00 amMontreal Pierre Elliott Trudeau Intl
6h 35m
1 stop
MDW2:35 pmChicago Midway
Sep 28
MDW3:20 pmChicago Midway
4h 52m
1 stop
YUL9:12 pmMontreal Pierre Elliott Trudeau Intl
$282
Porter Airlines
Sep 25
YUL6:30 amMontreal Pierre Elliott Trudeau Intl
5h 30m
1 stop
MDW11:00 amChicago Midway
Sep 28
MDW11:45 amChicago Midway
5h 27m
1 stop
YUL6:12 pmMontreal Pierre Elliott Trudeau Intl
$284

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
Oct 21
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 32m
1 stop
MDW9:32 amChicago Midway
Oct 28
MDW6:44 pmChicago Midway
3h 41m
1 stop
YUL11:25 pmMontreal Pierre Elliott Trudeau Intl
$307
Delta
Oct 21
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 32m
1 stop
MDW9:32 amChicago Midway
Oct 28
MDW6:44 pmChicago Midway
3h 41m
1 stop
YUL11:25 pmMontreal Pierre Elliott Trudeau Intl
$309
Delta
Oct 27
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
7h 47m
1 stop
MDW12:47 pmChicago Midway
Nov 3
MDW1:27 pmChicago Midway
8h 58m
1 stop
YUL11:25 pmMontreal Pierre Elliott Trudeau Intl
$311

momondo Fare Finder

 
Use the filters below to find and compare flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport that are best for you.

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Price

Cheapest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 10/14

9:00 am-2:35 pm

1 stop6h 35m

Chicago Midway

Sat 10/17

11:45 am-6:12 pm

1 stop5h 27m

$281

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 10/7

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Wed 10/14

3:20 pm-9:12 pm

1 stop4h 52m

$282

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 9/25

9:00 am-2:35 pm

1 stop6h 35m

Chicago Midway

Mon 9/28

3:20 pm-9:12 pm

1 stop4h 52m

$282
Quickest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 10/11

10:35 am-2:35 pm

1 stop5h 00m

Chicago Midway

Sun 10/18

3:20 pm-9:12 pm

1 stop4h 52m

$282

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 10/22

9:00 am-2:35 pm

1 stop6h 35m

Chicago Midway

Fri 10/23

3:20 pm-9:12 pm

1 stop4h 52m

$282

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 9/25

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Mon 9/28

11:45 am-6:12 pm

1 stop5h 27m

$284

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 10/1

9:00 am-2:35 pm

1 stop6h 35m

Chicago Midway

Sun 10/4

11:45 am-6:12 pm

1 stop5h 27m

$284

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 10/3

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Wed 10/7

3:20 pm-9:12 pm

1 stop4h 52m

$285

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 10/22

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Sat 10/24

11:45 am-6:12 pm

1 stop5h 27m

$285

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Mon 10/19

6:30 am-11:00 am

1 stop5h 30m

Chicago Midway

Wed 10/21

3:20 pm-9:12 pm

1 stop4h 52m

$285

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 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 typical price of a round-trip flight between Montreal Pierre Elliott Trudeau Intl Airport and Chicago Midway Airport?

Prices are currently typical for flights on this route.

Typical prices usually range from $243 to $292.
The lowest price recently found on this route was $281.

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 $0. 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 January is also very affordable. Most momondo users find prices during this month for around $0.

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

$168

Fastest flight time

5h 30m

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 $168. 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 $281.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport takes 5h 30m
There are no direct flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport. There are no popular flight routes from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Montreal Pierre Elliott Trudeau Intl Airport to 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 5h 30m.

  • 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 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

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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