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Cheap flights from Montreal to Chicago from $184

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Montreal 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
1:41 pm - 11:33 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
8h 52m1 stop Detroit Metropolitan Wayne County
$299Delta
Thu, Dec 3 - Thu, Dec 10
Delta Logo
12:42 pm - 10:22 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
10h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:30 pm - 11:35 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
10h 05m1 stop Minneapolis St Paul
$300Delta
Sat, Dec 19 - Mon, Jan 4
Delta Logo
12:50 pm - 6:04 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 14m1 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
$308Delta
Tue, Nov 10 - Mon, Nov 16
Delta Logo
6:00 am - 12:33 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
7h 33m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:59 pm - 11:10 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 11m1 stop Detroit Metropolitan Wayne County
$312Delta
Thu, Apr 1 - Fri, Apr 2
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
6:00 am - 5:27 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
10h 27m1 stop Atlanta Hartsfield-Jackson
$321Delta
Thu, Nov 26 - Sun, Nov 29
Delta Logo
6:00 am - 9:46 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 46m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:30 am - 3:58 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 28m1 stop Detroit Metropolitan Wayne County
$321Delta
Wed, Nov 11 - Sat, Nov 14
Delta Logo
6:00 am - 12:51 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
7h 51m1 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
$321Delta
Tue, Nov 10 - Mon, Nov 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
5:30 pm - 11:41 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 11m1 stop Minneapolis St Paul
$321Delta
Thu, Dec 3 - Sat, Dec 5
Delta Logo
6:00 am - 9:46 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 46m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:31 pm - 11:27 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
8h 56m1 stop Detroit Metropolitan Wayne County
$321Delta
Fri, Nov 13 - Tue, Nov 17
Delta Logo
6:00 am - 9:46 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
4h 46m1 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
$321Delta
Thu, Nov 12 - Mon, Nov 16

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KLM flights from Montreal to Chicago Midway Airport

Our best KLM deals on Montreal to Chicago Midway Airport flight tickets
KLM
Nov 14
YUL7:00 amMontreal Pierre Elliott Trudeau Intl
9h 12m
1 stop
MDW3:12 pmChicago Midway
Nov 15
MDW9:30 amChicago Midway
5h 28m
1 stop
YUL3:58 pmMontreal Pierre Elliott Trudeau Intl
$339
KLM
Nov 11
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 46m
1 stop
MDW9:46 amChicago Midway
Nov 18
MDW1:31 pmChicago Midway
8h 56m
1 stop
YUL11:27 pmMontreal Pierre Elliott Trudeau Intl
$340
KLM
Nov 13
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 46m
1 stop
MDW9:46 amChicago Midway
Nov 17
MDW1:31 pmChicago Midway
8h 56m
1 stop
YUL11:27 pmMontreal Pierre Elliott Trudeau Intl
$376

Delta flights from Montreal to Chicago Midway Airport

Our best Delta deals on Montreal to Chicago Midway Airport flight tickets
Delta
Dec 3
YUL6:00 amMontreal Pierre Elliott Trudeau Intl
4h 37m
1 stop
MDW9:37 amChicago Midway
Dec 10
MDW1:41 pmChicago Midway
8h 52m
1 stop
YUL11:33 pmMontreal Pierre Elliott Trudeau Intl
$299
Delta
Dec 19
YUL12:42 pmMontreal Pierre Elliott Trudeau Intl
10h 40m
1 stop
MDW10:22 pmChicago Midway
Jan 4
MDW12:30 pmChicago Midway
10h 05m
1 stop
YUL11:35 pmMontreal Pierre Elliott Trudeau Intl
$300
Delta
Nov 10
YUL12:50 pmMontreal Pierre Elliott Trudeau Intl
6h 14m
1 stop
MDW6:04 pmChicago Midway
Nov 16
MDW6:44 pmChicago Midway
3h 43m
1 stop
YUL11:27 pmMontreal Pierre Elliott Trudeau Intl
$308

momondo Fare Finder

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

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Cheapest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 12/3

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Thu 12/10

1:41 pm-11:33 pm

1 stop8h 52m

$299

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sat 12/19

12:42 pm-10:22 pm

1 stop10h 40m

Chicago Midway

Mon 1/4

12:30 pm-11:35 pm

1 stop10h 05m

$300

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 11/10

12:50 pm-6:04 pm

1 stop6h 14m

Chicago Midway

Mon 11/16

6:44 pm-11:27 pm

1 stop3h 43m

$308

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 4/1

6:00 am-12:33 pm

1 stop7h 33m

Chicago Midway

Fri 4/2

5:59 pm-11:10 pm

1 stop4h 11m

$312

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

6:00 am-5:27 pm

1 stop10h 27m

$321

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 11/11

6:00 am-9:46 am

1 stop4h 46m

Chicago Midway

Sat 11/14

9:30 am-3:58 pm

1 stop5h 28m

$321

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 11/10

6:00 am-12:51 pm

1 stop7h 51m

Chicago Midway

Mon 11/16

6:44 pm-11:27 pm

1 stop3h 43m

$321

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 12/3

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Sat 12/5

5:30 pm-11:41 pm

1 stop5h 11m

$321

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 11/13

6:00 am-9:46 am

1 stop4h 46m

Chicago Midway

Tue 11/17

1:31 pm-11:27 pm

1 stop8h 56m

$321
Quickest round-trip

MontrealChicago

YUL Montreal Pierre Elliott Trudeau Intl - MDW Chicago Midway

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 11/12

6:00 am-9:46 am

1 stop4h 46m

Chicago Midway

Mon 11/16

6:44 pm-11:27 pm

1 stop3h 43m

$321

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 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, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Montreal 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 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

$184

Fastest flight time

4h 46m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Montreal in the past 72 hours is $184. The best round-trip flight deal from Montreal to Chicago Midway Airport found on momondo in the last 72 hours is $299.
The fastest flight from Montreal to Chicago Midway Airport takes 4h 46m
There are no direct flights from Montreal to Chicago Midway Airport. There are no popular flight routes from Montreal to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Montreal to Chicago Midway Airport

  • How far is Montreal to Chicago Midway by plane?

    There are 752.3 mi between Montreal and Chicago Midway. 4h 46m 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 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
Lansing
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?

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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