Which airlines fly to Chicago?

Air Canada, Porter Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Montreal according to our data. Air Canada is the first choice among our users, with 69% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Montreal to Chicago on average per week?

As of August 2025, 166 flights take off from Montreal and land in Chicago each week. The most common flight departure day for this route is Mon, with 19% of weekly flights taking off on this day.

How many flights depart from Montreal to Chicago on average per day?

As of August 2025, 23 flights take off from Montreal and land in Chicago each day. The most common flight departure time for this route is 12:00p.m., with 54% of daily flights taking off in the afternoon.

What is the cheapest airline that flies from Montreal to Chicago?

Air Canada, American Airlines, and Delta are the most popular carriers operating from Montreal to Chicago

When did momondo last update prices for flights from Montreal to Chicago?

Prices for flights from Montreal to Chicago were last updated today.

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

As of August 2025, there are 5 operators available to choose from for flights from Montreal to Chicago.

How old do you have to be to fly from Montreal to Chicago?

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.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago 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.

C$ 178 Cheap Flights from Montreal to Chicago (YMQ-CHI) in 2025

1 adult

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Find the cheapest flights from Montreal to Chicago (YMQ-CHI)

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

5:45 p.m. - 7:30 p.m.YUL-ORD

2h 45mdirect

12:50 p.m. - 3:57 p.m.ORD-YUL

2h 07mdirect

C$ 231Air Canada

Find Deal

Fri, 31 Oct - Fri, 7 Nov

8:20 a.m. - 9:51 a.m.YUL-ORD

2h 31mdirect

8:40 a.m. - 11:57 a.m.ORD-YUL

2h 17mdirect

C$ 234Air Canada

Find Deal

Sat, 20 Sep - Sun, 21 Sep

3:00 p.m. - 11:34 p.m.YUL-ORD

9h 34m1 stop

7:15 a.m. - 10:20 a.m.ORD-YUL

2h 05mdirect

C$ 239

Find Deal

Fri, 7 Nov - Sun, 9 Nov

9:45 a.m. - 11:23 a.m.YUL-ORD

2h 38mdirect

7:11 a.m. - 10:40 a.m.ORD-YUL

2h 29mdirect

C$ 247United Airlines

Find Deal

Tue, 16 Sep - Sun, 21 Sep

6:15 a.m. - 8:01 a.m.YUL-ORD

2h 46mdirect

7:11 a.m. - 10:40 a.m.ORD-YUL

2h 29mdirect

C$ 249United Airlines

Find Deal

Sat, 20 Sep - Sun, 21 Sep

7:50 a.m. - 10:39 p.m.YUL-ORD

15h 49m1 stop

11:49 a.m. - 3:11 p.m.ORD-YUL

2h 22mdirect

C$ 282American Airlines

Find Deal

Tue, 7 Oct - Thu, 6 Nov

2:20 p.m. - 11:15 p.m.YUL-ORD

9h 55m1 stop

10:40 a.m. - 1:54 p.m.ORD-YUL

2h 14mdirect

C$ 289

Find Deal

Thu, 18 Sep - Sat, 20 Sep

2:31 p.m. - 11:39 p.m.YUL-ORD

10h 08m1 stop

5:00 a.m. - 10:42 p.m.ORD-YUL

16h 42m1 stop

C$ 303American Airlines

Find Deal

Thu, 18 Sep - Sun, 21 Sep

10:45 a.m. - 4:24 p.m.YUL-MDW

6h 39m1 stop

5:20 p.m. - 10:15 p.m.MDW-YUL

3h 55m1 stop

C$ 327Porter Airlines

Find Deal

Thu, 11 Sep - Sun, 14 Sep

1:10 p.m. - 4:24 p.m.YUL-MDW

4h 14m1 stop

5:20 p.m. - 10:15 p.m.MDW-YUL

3h 55m1 stop

C$ 329Porter Airlines

Find Deal

Tue, 16 Sep - Tue, 23 Sep

Lufthansa flights from Montreal to Chicago

Our best Lufthansa deals on Montreal to Chicago flight tickets

Lufthansa

18 Sep

YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl

2h 46m

ORD8:01 a.m.Chicago O'Hare Intl

21 Sep

ORD7:11 a.m.Chicago O'Hare Intl

2h 29m

YUL10:40 a.m.Montreal Pierre Elliott Trudeau Intl

C$ 253

Find similar

Lufthansa

18 Sep

YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl

2h 46m

ORD8:01 a.m.Chicago O'Hare Intl

21 Sep

ORD8:50 a.m.Chicago O'Hare Intl

5h 10m

1 stop

YUL3:00 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 265

Find similar

Lufthansa

20 Sep

YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl

2h 46m

ORD8:01 a.m.Chicago O'Hare Intl

21 Sep

ORD8:50 a.m.Chicago O'Hare Intl

9h 55m

1 stop

YUL7:45 p.m.Montreal Pierre Elliott Trudeau Intl

C$ 269

Find similar

United Airlines flights from Montreal to Chicago

Our best United Airlines deals on Montreal to Chicago flight tickets

United Airlines

16 Sep

YUL9:45 a.m.Montreal Pierre Elliott Trudeau Intl

2h 38m

ORD11:23 a.m.Chicago O'Hare Intl

21 Sep

ORD7:11 a.m.Chicago O'Hare Intl

2h 29m

YUL10:40 a.m.Montreal Pierre Elliott Trudeau Intl

C$ 247

Find similar

United Airlines

20 Sep

YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl

2h 46m

ORD8:01 a.m.Chicago O'Hare Intl

21 Sep

ORD7:11 a.m.Chicago O'Hare Intl

2h 29m

YUL10:40 a.m.Montreal Pierre Elliott Trudeau Intl

C$ 249

Find similar

United Airlines

20 Sep

YUL11:23 a.m.Montreal Pierre Elliott Trudeau Intl

9h 48m

1 stop

ORD8:11 p.m.Chicago O'Hare Intl

21 Sep

ORD7:11 a.m.Chicago O'Hare Intl

2h 29m

YUL10:40 a.m.Montreal Pierre Elliott Trudeau Intl

C$ 251

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 31/10

5:45 p.m.-7:30 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Fri 7/11

12:50 p.m.-3:57 p.m.

Nonstop2h 07m

C$ 231

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 20/9

8:20 a.m.-9:51 a.m.

Nonstop2h 31m

Chicago O'Hare Intl

Sun 21/9

8:40 a.m.-11:57 a.m.

Nonstop2h 17m

C$ 234

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 7/11

3:00 p.m.-11:34 p.m.

1 stop9h 34m

Chicago O'Hare Intl

Sun 9/11

7:15 a.m.-10:20 a.m.

Nonstop2h 05m

C$ 239

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 16/9

9:45 a.m.-11:23 a.m.

Nonstop2h 38m

Chicago O'Hare Intl

Sun 21/9

7:11 a.m.-10:40 a.m.

Nonstop2h 29m

C$ 247

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Sat 20/9

6:15 a.m.-8:01 a.m.

Nonstop2h 46m

Chicago O'Hare Intl

Sun 21/9

7:11 a.m.-10:40 a.m.

Nonstop2h 29m

C$ 249

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 7/10

7:50 a.m.-10:39 p.m.

1 stop15h 49m

Chicago O'Hare Intl

Thu 6/11

11:49 a.m.-3:11 p.m.

Nonstop2h 22m

C$ 282

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 18/9

2:20 p.m.-11:15 p.m.

1 stop9h 55m

Chicago O'Hare Intl

Sat 20/9

10:40 a.m.-1:54 p.m.

Nonstop2h 14m

C$ 289

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 18/9

2:31 p.m.-11:39 p.m.

1 stop10h 08m

Chicago O'Hare Intl

Sun 21/9

5:00 a.m.-10:42 p.m.

1 stop16h 42m

C$ 303

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 11/9

10:45 a.m.-4:24 p.m.

1 stop6h 39m

Chicago Midway

Sun 14/9

5:20 p.m.-10:15 p.m.

1 stop3h 55m

C$ 327

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 16/9

1:10 p.m.-4:24 p.m.

1 stop4h 14m

Chicago Midway

Tue 23/9

5:20 p.m.-10:15 p.m.

1 stop3h 55m

C$ 329

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

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of June is another great option to travel to Chicago, with average flight prices from Montreal averaging around C$ 416.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 745. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 989. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Montreal to Chicago when you can find flight prices for as low as C$ 775. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,004 per ticket.

What is the cheapest Montreal to Chicago flight route?

Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Montreal when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 547 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montreal for as low as C$ 290 on momondo.

What cabin class options are available on Montreal to Chicago flights?

There are 4 cabin classes available to choose from on Montreal to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Montreal to Chicago flights?

No. A direct flight is the cheapest option for a flight between Montreal to Chicago.

How have Montreal to Chicago flight prices changed over time?

As of August 2025, prices for Montreal to Chicago flights are approximately 3% cheaper when compared to flights at the same time last year.

When to book flights from Montreal to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Montreal to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Montreal to Chicago (YMQ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago

Best price found	C$ 178
Fastest flight time	2h 31m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Montreal in the past 72 hours is C$ 178. The best round-trip flight deal from Montreal to Chicago found on momondo in the last 72 hours is C$ 231.

The fastest flight from Montreal to Chicago takes 2h 31m

Direct flights go from Montreal to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

How far is Montreal to Chicago by plane?
There are 1197.7 km between Montreal and Chicago. 2h 31m is a normal flight duration for this route.
When did momondo last update prices for flights from Montreal to Chicago?
Prices for flights from Montreal to Chicago were last updated today.
How many operators does momondo search for flights from Montreal to Chicago?
As of August 2025, there are 5 operators available to choose from for flights from Montreal to Chicago.
How old do you have to be to fly from Montreal to Chicago?
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.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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.
What is the most popular plane model from Montreal to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Montreal to Chicago is Embraer 175 (Enhanced Winglets), representing 27.65% of all bookings. The subsequent popular models are Embraer 175 at 17.24%, Boeing 737 MAX 8 at 17.03%, and Airbus A321-100/200 at 10.83%.
What is the most popular airline from Montreal to Chicago?
Based on momondo bookings for flights between Montreal and Chicago, the leading airline is Air Canada, making up 57% of the total bookings. Other popular airlines include Porter Airlines with 32%, United Airlines with 5%, and WestJet with 3%.

Best airlines flying from Montreal to Chicago

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

Airline	Rating	Free Cancellation	Price
Porter Airlines	PriceFrom C$ 203	Free Cancellation	Rating 8.0 333 reviews	Search Porter Airlines flights
American Airlines	PriceFrom C$ 203	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 277	Free Cancellation	Rating 7.1 9,992 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 348	Free Cancellation	Rating 7.4 8,925 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 452	Free Cancellation	Rating 7.2 3,018 reviews	Search WestJet flights

United Airlines Flights From Montreal to Chicago
United Airlines flies from Montreal to Chicago around 31 times per week, with 8,925 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Montreal to Chicago in the last 72 hours was C$ 252 (round-trip), much lower than the average airfare cost of C$ 357 for United Airlines flights on this route.
American Airlines Flights From Montreal to Chicago
American Airlines (7.2/10 from 10,000 reviews) operates around 14 flights from Montreal to Chicago in any given week. The average American Airlines airfare for this route is around C$ 340, with deals from around C$ 147 rare but found on momondo. Referenced prices are for round-trip Montreal to Chicago flight searches in the last 72 hours.

Hammond

Munster

Benton Harbor

Merrillville

Why use momondo?

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

It is quick and easy to find Montreal to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. All flights to Chicago from Montreal on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

Price alerts on flights to Chicago from Montreal are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Montreal to Chicago from C$ 178

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montreal to Chicago departing on 30/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Montreal to Chicago (YMQ-CHI)

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

Lufthansa flights from Montreal to Chicago

Our best Lufthansa deals on Montreal to Chicago flight tickets

United Airlines flights from Montreal to Chicago

Our best United Airlines deals on Montreal to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Montreal to Chicago

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?

The month of June is another great option to travel to Chicago, with average flight prices from Montreal averaging around C$ 416.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Montreal to Chicago flight route?

Fly from Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl for the best Montreal - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Montreal to Chicago flights?

There are 4 cabin classes available to choose from on Montreal to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Montreal to Chicago flights?

No. A direct flight is the cheapest option for a flight between Montreal to Chicago.

How have Montreal to Chicago flight prices changed over time?

As of August 2025, prices for Montreal to Chicago flights are approximately 3% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Montreal to Chicago?

Air Canada, American Airlines, and Delta are the most popular carriers operating from Montreal to Chicago

Which airlines fly to Chicago?

How many flights depart from Montreal to Chicago on average per day?

As of August 2025, 23 flights take off from Montreal and land in Chicago each day. The most common flight departure time for this route is 12:00p.m., with 54% of daily flights taking off in the afternoon.

How many flights depart from Montreal to Chicago on average per week?

As of August 2025, 166 flights take off from Montreal and land in Chicago each week. The most common flight departure day for this route is Mon, with 19% of weekly flights taking off on this day.

When to book flights from Montreal to Chicago

Cheap Montreal to Chicago (YMQ to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montreal to Chicago

Best price found

Fastest flight time

Direct flights

Airports in Chicago

How far is Montreal to Chicago by plane?

When did momondo last update prices for flights from Montreal to Chicago?

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

How old do you have to be to fly from Montreal to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Montreal to Chicago?

What is the most popular airline from Montreal to Chicago?

Best airlines flying from Montreal to Chicago

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

United Airlines Flights From Montreal to Chicago

American Airlines Flights From Montreal to Chicago

Travelling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago