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 for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for 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.

C$ 192 Cheap Flights from Montreal to Chicago Midway Airport in 2026

1 adult

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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 a.m. - 10:05 a.m.

YUL

MDW

4h 20m

1 stop

11:00 a.m. - 5:45 p.m.

MDW

YUL

5h 45m

1 stop

C$ 292Porter Airlines

Thu, 12 Feb - Fri, 20 Feb

6:45 a.m. - 10:10 a.m.

YUL

MDW

4h 25m

1 stop

11:00 a.m. - 4:30 p.m.

MDW

YUL

4h 30m

1 stop

C$ 297Porter Airlines

Fri, 27 Feb - Tue, 3 Mar

6:00 a.m. - 12:46 p.m.

YUL

MDW

7h 46m

1 stop

6:20 p.m. - 11:10 p.m.

MDW

YUL

3h 50m

1 stop

C$ 300Delta

Wed, 11 Feb - Wed, 18 Feb

10:15 a.m. - 3:20 p.m.

YUL

MDW

6h 05m

1 stop

11:05 a.m. - 4:30 p.m.

MDW

YUL

4h 25m

1 stop

C$ 306Porter Airlines

Sun, 1 Feb - Thu, 5 Feb

6:45 a.m. - 10:05 a.m.

YUL

MDW

4h 20m

1 stop

11:00 a.m. - 4:30 p.m.

MDW

YUL

4h 30m

1 stop

C$ 313Porter Airlines

Thu, 12 Feb - Thu, 19 Feb

6:45 a.m. - 10:10 a.m.

YUL

MDW

4h 25m

1 stop

12:50 p.m. - 6:45 p.m.

MDW

YUL

4h 55m

1 stop

C$ 315Porter Airlines

Thu, 12 Feb - Sat, 14 Feb

6:45 a.m. - 10:05 a.m.

YUL

MDW

4h 20m

1 stop

11:00 a.m. - 4:30 p.m.

MDW

YUL

4h 30m

1 stop

C$ 318Porter Airlines

Thu, 5 Mar - Thu, 12 Mar

6:45 a.m. - 10:05 a.m.

YUL

MDW

4h 20m

1 stop

11:00 a.m. - 4:30 p.m.

MDW

YUL

4h 30m

1 stop

C$ 320Porter Airlines

Thu, 5 Feb - Sun, 8 Feb

7:00 a.m. - 11:59 a.m.

YUL

MDW

5h 59m

1 stop

12:45 p.m. - 11:45 p.m.

MDW

YUL

10h 00m

1 stop

C$ 321Delta

Wed, 11 Feb - Thu, 19 Feb

6:00 a.m. - 12:46 p.m.

YUL

MDW

7h 46m

1 stop

1:29 p.m. - 11:10 p.m.

MDW

YUL

8h 41m

1 stop

C$ 327Delta

Thu, 12 Feb - Sun, 15 Feb

Delta flights from Montreal to Chicago Midway Airport

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

Delta

11 Feb

YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl

7h 46m

1 stop

MDW12:46 p.m.Chicago Midway

18 Feb

MDW6:20 p.m.Chicago Midway

3h 50m

1 stop

YUL11:10 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 300

Delta

11 Feb

YUL7:00 a.m.Montreal Pierre Elliott Trudeau Intl

5h 59m

1 stop

MDW11:59 a.m.Chicago Midway

19 Feb

MDW12:45 p.m.Chicago Midway

10h 00m

1 stop

YUL11:45 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 321

Delta

12 Feb

YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl

7h 46m

1 stop

MDW12:46 p.m.Chicago Midway

15 Feb

MDW1:29 p.m.Chicago Midway

8h 41m

1 stop

YUL11:10 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 327

Porter Airlines flights from Montreal to Chicago Midway Airport

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

Porter Airlines

12 Feb

YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl

4h 20m

1 stop

MDW10:05 a.m.Chicago Midway

20 Feb

MDW11:00 a.m.Chicago Midway

5h 45m

1 stop

YUL5:45 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 292

Porter Airlines

27 Feb

YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl

4h 25m

1 stop

MDW10:10 a.m.Chicago Midway

3 Mar

MDW11:00 a.m.Chicago Midway

4h 30m

1 stop

YUL4:30 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 297

Porter Airlines

1 Feb

YUL10:15 a.m.Montreal Pierre Elliott Trudeau Intl

6h 05m

1 stop

MDW3:20 p.m.Chicago Midway

5 Feb

MDW11:05 a.m.Chicago Midway

4h 25m

1 stop

YUL4:30 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 306

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 12/2

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Fri 20/2

11:00 a.m.-5:45 p.m.

1 stop5h 45m

C$ 292

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Fri 27/2

6:45 a.m.-10:10 a.m.

1 stop4h 25m

Chicago Midway

Tue 3/3

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 297

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 11/2

6:00 a.m.-12:46 p.m.

1 stop7h 46m

Chicago Midway

Wed 18/2

6:20 p.m.-11:10 p.m.

1 stop3h 50m

C$ 300

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Sun 1/2

10:15 a.m.-3:20 p.m.

1 stop6h 05m

Chicago Midway

Thu 5/2

11:05 a.m.-4:30 p.m.

1 stop4h 25m

C$ 306

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 12/2

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Thu 19/2

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 313

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 12/2

6:45 a.m.-10:10 a.m.

1 stop4h 25m

Chicago Midway

Sat 14/2

12:50 p.m.-6:45 p.m.

1 stop4h 55m

C$ 315

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 5/3

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Thu 12/3

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 318

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

6:45 a.m.-10:05 a.m.

1 stop4h 20m

Chicago Midway

Sun 8/2

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 320

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 11/2

7:00 a.m.-11:59 a.m.

1 stop5h 59m

Chicago Midway

Thu 19/2

12:45 p.m.-11:45 p.m.

1 stop10h 00m

C$ 321

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 12/2

6:00 a.m.-12:46 p.m.

1 stop7h 46m

Chicago Midway

Sun 15/2

1:29 p.m.-11:10 p.m.

1 stop8h 41m

C$ 327

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?
A flight from Montreal to Chicago Midway will travel around 1210.7 km. Typically, this will take 4h 00m by plane in normal conditions.
When did momondo last update prices for flights from Montreal to Chicago Midway Airport?
Prices for flights from Montreal to Chicago Midway Airport are updated 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 for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for 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.
What is the most popular airline from Montreal to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Montreal to Chicago Midway Airport is Porter Airlines (100% of total bookings).

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 C$ 190	Free Cancellation	Rating 8.0 408 reviews		Search Porter Airlines flights

Munster

Hammond

Merrillville

Why use momondo?

Why should I use momondo to find a flight deal from Montreal to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Montreal to Chicago for you.

Can I find flights from Montreal to Chicago with flexible booking policies on momondo?

Flights from Montreal to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Montreal to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Montreal to Chicago.

I’m not ready to book a flight from Montreal to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Montreal to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.