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 many operators does momondo search for flights from Montreal to Chicago Midway Airport?

As of January 2026, there is 1 operator available to choose from for flights from Montreal to Chicago Midway Airport.

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.

$138 Cheap Flights from Montreal to Chicago Midway Airport in 2026

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Find the cheapest flights from Montreal to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:45 am - 10:05 am

YUL

MDW

4h 20m

1 stop

11:00 am - 5:45 pm

MDW

YUL

5h 45m

1 stop

$210Porter Airlines

Thu, Feb 12 - Fri, Feb 20

6:45 am - 10:10 am

YUL

MDW

4h 25m

1 stop

11:00 am - 4:30 pm

MDW

YUL

4h 30m

1 stop

$214Porter Airlines

Fri, Feb 27 - Tue, Mar 3

12:50 pm - 10:22 pm

YUL

MDW

10h 32m

1 stop

6:20 pm - 11:10 pm

MDW

YUL

3h 50m

1 stop

$216Delta

Wed, Feb 11 - Tue, Feb 17

10:15 am - 3:20 pm

YUL

MDW

6h 05m

1 stop

11:05 am - 4:30 pm

MDW

YUL

4h 25m

1 stop

$220Porter Airlines

Sun, Feb 1 - Thu, Feb 5

6:45 am - 10:05 am

YUL

MDW

4h 20m

1 stop

11:00 am - 4:30 pm

MDW

YUL

4h 30m

1 stop

$225Porter Airlines

Thu, Feb 12 - Thu, Feb 19

6:45 am - 10:10 am

YUL

MDW

4h 25m

1 stop

12:50 pm - 6:45 pm

MDW

YUL

4h 55m

1 stop

$227Porter Airlines

Thu, Feb 12 - Sat, Feb 14

6:45 am - 10:05 am

YUL

MDW

4h 20m

1 stop

11:00 am - 4:30 pm

MDW

YUL

4h 30m

1 stop

$229Porter Airlines

Thu, Mar 5 - Thu, Mar 12

6:45 am - 10:05 am

YUL

MDW

4h 20m

1 stop

11:00 am - 4:30 pm

MDW

YUL

4h 30m

1 stop

$230Porter Airlines

Thu, Feb 5 - Sun, Feb 8

7:00 am - 11:59 am

YUL

MDW

5h 59m

1 stop

12:45 pm - 11:45 pm

MDW

YUL

10h 00m

1 stop

$231Delta

Wed, Feb 11 - Thu, Feb 19

6:00 am - 12:46 pm

YUL

MDW

7h 46m

1 stop

1:29 pm - 11:10 pm

MDW

YUL

8h 41m

1 stop

$235Delta

Thu, Feb 12 - Sun, Feb 15

Delta flights from Montreal to Chicago Midway Airport

Our best Delta deals on Montreal to Chicago Midway Airport flight tickets

Delta

Feb 11

YUL12:50 pmMontreal Pierre Elliott Trudeau Intl

10h 32m

1 stop

MDW10:22 pmChicago Midway

Feb 17

MDW6:20 pmChicago Midway

3h 50m

1 stop

YUL11:10 pmMontreal Pierre Elliott Trudeau Intl

$216

Delta

Feb 11

YUL7:00 amMontreal Pierre Elliott Trudeau Intl

5h 59m

1 stop

MDW11:59 amChicago Midway

Feb 19

MDW12:45 pmChicago Midway

10h 00m

1 stop

YUL11:45 pmMontreal Pierre Elliott Trudeau Intl

$231

Delta

Feb 12

YUL6:00 amMontreal Pierre Elliott Trudeau Intl

7h 46m

1 stop

MDW12:46 pmChicago Midway

Feb 15

MDW1:29 pmChicago Midway

8h 41m

1 stop

YUL11:10 pmMontreal Pierre Elliott Trudeau Intl

$235

Porter Airlines flights from Montreal to Chicago Midway Airport

Our best Porter Airlines deals on Montreal to Chicago Midway Airport flight tickets

Porter Airlines

Feb 12

YUL6:45 amMontreal Pierre Elliott Trudeau Intl

4h 20m

1 stop

MDW10:05 amChicago Midway

Feb 20

MDW11:00 amChicago Midway

5h 45m

1 stop

YUL5:45 pmMontreal Pierre Elliott Trudeau Intl

$210

Porter Airlines

Feb 27

YUL6:45 amMontreal Pierre Elliott Trudeau Intl

4h 25m

1 stop

MDW10:10 amChicago Midway

Mar 3

MDW11:00 amChicago Midway

4h 30m

1 stop

YUL4:30 pmMontreal Pierre Elliott Trudeau Intl

$214

Porter Airlines

Feb 1

YUL10:15 amMontreal Pierre Elliott Trudeau Intl

6h 05m

1 stop

MDW3:20 pmChicago Midway

Feb 5

MDW11:05 amChicago Midway

4h 25m

1 stop

YUL4:30 pmMontreal Pierre Elliott Trudeau Intl

$220

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 2/12

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Fri 2/20

11:00 am-5:45 pm

1 stop5h 45m

$210

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 2/27

6:45 am-10:10 am

1 stop4h 25m

Chicago Midway

Tue 3/3

11:00 am-4:30 pm

1 stop4h 30m

$214

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 2/11

12:50 pm-10:22 pm

1 stop10h 32m

Chicago Midway

Tue 2/17

6:20 pm-11:10 pm

1 stop3h 50m

$216

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 2/1

10:15 am-3:20 pm

1 stop6h 05m

Chicago Midway

Thu 2/5

11:05 am-4:30 pm

1 stop4h 25m

$220

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 2/12

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Thu 2/19

11:00 am-4:30 pm

1 stop4h 30m

$225

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 2/12

6:45 am-10:10 am

1 stop4h 25m

Chicago Midway

Sat 2/14

12:50 pm-6:45 pm

1 stop4h 55m

$227

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 3/5

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Thu 3/12

11:00 am-4:30 pm

1 stop4h 30m

$229

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 2/5

6:45 am-10:05 am

1 stop4h 20m

Chicago Midway

Sun 2/8

11:00 am-4:30 pm

1 stop4h 30m

$230

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 2/11

7:00 am-11:59 am

1 stop5h 59m

Chicago Midway

Thu 2/19

12:45 pm-11:45 pm

1 stop10h 00m

$231

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 2/12

6:00 am-12:46 pm

1 stop7h 46m

Chicago Midway

Sun 2/15

1:29 pm-11:10 pm

1 stop8h 41m

$235

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 airline that flies from Montreal to Chicago Midway?

Delta and Porter Airlines are the most popular carriers operating from Montreal to Chicago Midway

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

Fastest flight time	4h 00m
Direct flights	None

The fastest flight from Montreal to Chicago Midway Airport takes 4h 00m

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

How far is Montreal to Chicago Midway by plane?
There are 752.3 mi between Montreal and Chicago Midway. 4h 00m 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 many operators does momondo search for flights from Montreal to Chicago Midway Airport?
As of January 2026, there is 1 operator available to choose from for flights from Montreal to Chicago Midway Airport.
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.

Best airlines flying from Montreal to Chicago Midway Airport

Compare and see reviews for airlines that fly from Montreal to Chicago Midway Airport with momondo

Airline	Rating	Free Cancellation	Price
Porter Airlines	PriceFrom $217	Free Cancellation	Rating 8.0 408 reviews		Search Porter Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

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.