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Cheap flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago from $189

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.
Delta Logo
6:00 am - 9:37 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:41 pm - 11:33 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
3h 52m1 stop Detroit Metropolitan Wayne County
$318Delta
Sat, Dec 5 - Mon, Dec 7
Delta Logo
6:00 am - 9:37 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 pm - 11:41 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 11m1 stop Minneapolis St Paul
$318Delta
Fri, Dec 4 - Tue, Dec 8
Delta Logo
6:00 am - 11:25 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 25m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:44 pm - 11:27 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
3h 43m1 stop Detroit Metropolitan Wayne County
$320Delta
Thu, Nov 26 - Sun, Nov 29
Delta Logo
6:00 am - 1:01 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
8h 01m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:37 am - 3:59 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 22m1 stop Detroit Metropolitan Wayne County
$320Delta
Sat, Dec 12 - Tue, Dec 15
Delta Logo
6:00 am - 9:37 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
4:08 pm - 11:48 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
6h 40m1 stop Atlanta Hartsfield-Jackson
$320Delta
Fri, Dec 11 - Sat, Dec 12
Delta Logo
6:00 am - 1:01 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
8h 01m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 5:33 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
10h 33m1 stop Atlanta Hartsfield-Jackson
$320Delta
Fri, Dec 11 - Wed, Dec 16
Delta Logo
6:00 am - 9:37 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:37 am - 3:59 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 22m1 stop Detroit Metropolitan Wayne County
$320Delta
Fri, Dec 11 - Tue, Dec 15
Delta Logo
6:00 am - 1:01 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
8h 01m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:12 pm - 11:48 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 36m1 stop Atlanta Hartsfield-Jackson
$320Delta
Sat, Dec 12 - Mon, Dec 14
Delta Logo
6:00 am - 1:01 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
8h 01m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 pm - 11:41 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 11m1 stop Minneapolis St Paul
$320Delta
Sun, Dec 13 - Mon, Dec 14
Delta Logo
7:00 am - 12:04 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:08 pm - 11:48 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
6h 40m1 stop Atlanta Hartsfield-Jackson
$320Delta
Tue, Dec 8 - Sat, Dec 12

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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 4
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 37m
1 stop
MDW9:37 amChicago Midway
Dec 5
MDW1:41 pmChicago Midway
8h 52m
1 stop
YUL11:33 pmMontreal Pierre Elliott Trudeau Intl
$319
Delta
Nov 23
YUL12:50 pmMontreal Pierre Elliott Trudeau Intl
6h 14m
1 stop
MDW6:04 pmChicago Midway
Nov 26
MDW12:05 pmChicago Midway
6h 42m
1 stop
YUL7:47 pmMontreal Pierre Elliott Trudeau Intl
$320
Delta
Nov 26
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
6h 25m
1 stop
MDW11:25 amChicago Midway
Nov 29
MDW6:00 amChicago Midway
10h 27m
1 stop
YUL5:27 pmMontreal Pierre Elliott Trudeau Intl
$321

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
Dec 10
YUL7:14 amMontreal Pierre Elliott Trudeau Intl
10h 40m
1 stop
MDW4:54 pmChicago Midway
Dec 15
MDW1:45 pmChicago Midway
8h 52m
1 stop
YUL11:37 pmMontreal Pierre Elliott Trudeau Intl
$353
WestJet
Dec 4
YUL6:04 amMontreal Pierre Elliott Trudeau Intl
4h 37m
1 stop
MDW9:41 amChicago Midway
Dec 6
MDW6:45 pmChicago Midway
3h 52m
1 stop
YUL11:37 pmMontreal Pierre Elliott Trudeau Intl
$354
WestJet
Feb 18
YUL6:04 amMontreal Pierre Elliott Trudeau Intl
8h 01m
1 stop
MDW1:05 pmChicago Midway
Feb 22
MDW1:45 pmChicago Midway
8h 47m
1 stop
YUL11:32 pmMontreal Pierre Elliott Trudeau Intl
$397

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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Cheapest round-trip
Quickest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 12/5

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Mon 12/7

6:41 pm-11:33 pm

1 stop3h 52m

$318

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 12/4

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Tue 12/8

5:30 pm-11:41 pm

1 stop5h 11m

$318

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 11/26

6:00 am-11:25 am

1 stop6h 25m

Chicago Midway

Sun 11/29

6:44 pm-11:27 pm

1 stop3h 43m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 12/12

6:00 am-1:01 pm

1 stop8h 01m

Chicago Midway

Tue 12/15

9:37 am-3:59 pm

1 stop5h 22m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 12/11

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Sat 12/12

4:08 pm-11:48 pm

1 stop6h 40m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 12/11

6:00 am-1:01 pm

1 stop8h 01m

Chicago Midway

Wed 12/16

6:00 am-5:33 pm

1 stop10h 33m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 12/11

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Tue 12/15

9:37 am-3:59 pm

1 stop5h 22m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 12/12

6:00 am-1:01 pm

1 stop8h 01m

Chicago Midway

Mon 12/14

5:12 pm-11:48 pm

1 stop5h 36m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 12/13

6:00 am-1:01 pm

1 stop8h 01m

Chicago Midway

Mon 12/14

5:30 pm-11:41 pm

1 stop5h 11m

$320

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 12/8

7:00 am-12:04 pm

1 stop6h 04m

Chicago Midway

Sat 12/12

4:08 pm-11:48 pm

1 stop6h 40m

$320

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 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

$189

Fastest flight time

6h 25m

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 $189. 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 $318.
The fastest flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago Midway Airport takes 6h 25m
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 6h 25m.

  • 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
Lansing
Benton Harbor
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
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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