Which layover airport offers the lowest fares from Chicago to Montreal?

Flights via Toronto (YTZ) offer the lowest average round-trip price of $220.

What airlines fly to Montreal?

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Montreal from Chicago according to our data. Air Canada is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Montreal. Keep in mind that there are 4 different airlines that fly to Montreal on a routine basis, so you have a few additional options to choose from.

Which airport is the most popular layover for flights between Chicago and Montreal?

Toronto (YTZ) was the most common stop: 73% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Chicago to Montreal?

Flights connecting via Toronto (YTZ) have the shortest average one-way travel time: 3h 55m.

Which layover airport has the shortest connection time from Chicago to Montreal?

Toronto (YTZ) has the shortest average layover time for this route: 1h 07m.

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

186 flights are operational weekly from Chicago to Montreal as of August 2025. The most popular departure day for this route is Wed, with 15% of flights per week taking off on this day.

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

As of August 2025, 26 flights take off from Chicago and land in Montreal each day. The most common flight departure time for this route is 1:00PM, with 62% of daily flights taking off in the afternoon.

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

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

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

Prices for flights from Chicago to Montreal refresh daily.

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

As of August 2025, there are 4 operators available to choose from for flights from Chicago to Montreal.

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

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 Chicago to Montreal.

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

The necessary travel and health documents for your Montreal 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.

$75 Cheap Flights from Chicago to Montreal (CHI-YMQ) in 2025

Q: What is the typical price of a round-trip flight between Chicago and Montreal?

Prices are currently low for flights on this route. Typical prices usually range from $273 to $466. The lowest price recently found on this route was $196.

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

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

10:38 am - 2:00 pmORD-YUL

2h 22mnonstop

3:00 pm - 8:07 pmYUL-ORD

6h 07m1 stop

$196United Airlines

Find Deal

Tue, Nov 4 - Sat, Nov 8

10:38 am - 2:00 pmORD-YUL

2h 22mnonstop

2:13 pm - 11:43 pmYUL-ORD

10h 30m1 stop

$197United Airlines

Find Deal

Tue, Nov 4 - Sat, Nov 8

8:40 am - 11:57 amORD-YUL

2h 17mnonstop

4:00 pm - 7:29 pmYUL-ORD

4h 29m1 stop

$209Air Canada

Find Deal

Sat, Oct 4 - Sat, Oct 11

12:50 pm - 3:57 pmORD-YUL

2h 07mnonstop

12:10 pm - 5:28 pmYUL-ORD

6h 18m1 stop

$215Air Canada

Find Deal

Mon, Nov 17 - Thu, Nov 20

8:47 pm - 1:40 pmORD-YUL

15h 53m1 stop

7:50 am - 10:39 pmYUL-ORD

15h 49m1 stop

$228American Airlines

Find Deal

Fri, Sep 19 - Mon, Sep 22

3:00 pm - 11:21 pmMDW-YUL

7h 21m1 stop

12:45 pm - 9:44 pmYUL-MDW

9h 59m1 stop

$236Delta

Find Deal

Sat, Nov 8 - Tue, Nov 11

8:24 am - 11:45 amORD-YUL

2h 21mnonstop

4:09 pm - 10:39 pmYUL-ORD

7h 30m1 stop

$241American Airlines

Find Deal

Sat, Sep 20 - Mon, Sep 22

5:20 pm - 10:15 pmMDW-YUL

3h 55m1 stop

10:45 am - 4:24 pmYUL-MDW

6h 39m1 stop

$260Porter Airlines

Find Deal

Tue, Sep 16 - Tue, Sep 23

6:15 pm - 11:29 pmMDW-YUL

4h 14m1 stop

6:00 am - 12:28 pmYUL-MDW

7h 28m1 stop

$264Delta

Find Deal

Mon, Sep 29 - Thu, Oct 2

5:20 pm - 10:15 pmMDW-YUL

3h 55m1 stop

1:10 pm - 4:24 pmYUL-MDW

4h 14m1 stop

$266Porter Airlines

Find Deal

Thu, Oct 2 - Mon, Oct 6

Porter Airlines flights from Chicago to Montreal

Our best Porter Airlines deals on Chicago to Montreal flight tickets

Porter Airlines

Sep 16

MDW5:20 pmChicago Midway

3h 55m

1 stop

YUL10:15 pmMontreal Pierre Elliott Trudeau Intl

Sep 23

YUL10:45 amMontreal Pierre Elliott Trudeau Intl

6h 39m

1 stop

MDW4:24 pmChicago Midway

$260

Find similar

Porter Airlines

Oct 2

MDW5:20 pmChicago Midway

3h 55m

1 stop

YUL10:15 pmMontreal Pierre Elliott Trudeau Intl

Oct 6

YUL1:10 pmMontreal Pierre Elliott Trudeau Intl

4h 14m

1 stop

MDW4:24 pmChicago Midway

$266

Find similar

Porter Airlines

Sep 10

MDW5:20 pmChicago Midway

3h 55m

1 stop

YUL10:15 pmMontreal Pierre Elliott Trudeau Intl

Sep 16

YUL1:10 pmMontreal Pierre Elliott Trudeau Intl

4h 14m

1 stop

MDW4:24 pmChicago Midway

$267

Find similar

WestJet flights from Chicago to Montreal

Our best WestJet deals on Chicago to Montreal flight tickets

WestJet

Sep 4

MDW9:15 amChicago Midway

13h 01m

1 stop

YUL11:16 pmMontreal Pierre Elliott Trudeau Intl

Sep 10

YUL5:30 pmMontreal Pierre Elliott Trudeau Intl

17h 10m

2 stops

MDW9:40 amChicago Midway

$601

Find similar

WestJet

Sep 1

MDW7:17 pmChicago Midway

26h 59m

1 stop

YUL11:16 pmMontreal Pierre Elliott Trudeau Intl

Sep 10

YUL6:45 amMontreal Pierre Elliott Trudeau Intl

27h 55m

2 stops

MDW9:40 amChicago Midway

$632

Find similar

WestJet

Sep 1

MDW7:17 pmChicago Midway

26h 59m

1 stop

YUL11:16 pmMontreal Pierre Elliott Trudeau Intl

Sep 10

YUL6:20 amMontreal Pierre Elliott Trudeau Intl

12h 17m

1 stop

MDW5:37 pmChicago Midway

$695

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 11/4

10:38 am-2:00 pm

Nonstop2h 22m

Montreal Pierre Elliott Trudeau Intl

Sat 11/8

3:00 pm-8:07 pm

1 stop6h 07m

$196

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 11/4

10:38 am-2:00 pm

Nonstop2h 22m

Montreal Pierre Elliott Trudeau Intl

Sat 11/8

2:13 pm-11:43 pm

1 stop10h 30m

$197

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 10/4

8:40 am-11:57 am

Nonstop2h 17m

Montreal Pierre Elliott Trudeau Intl

Sat 10/11

4:00 pm-7:29 pm

1 stop4h 29m

$209

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 11/17

12:50 pm-3:57 pm

Nonstop2h 07m

Montreal Pierre Elliott Trudeau Intl

Thu 11/20

12:10 pm-5:28 pm

1 stop6h 18m

$215

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 9/19

8:47 pm-1:40 pm

1 stop15h 53m

Montreal Pierre Elliott Trudeau Intl

Mon 9/22

7:50 am-10:39 pm

1 stop15h 49m

$228

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 11/8

3:00 pm-11:21 pm

1 stop7h 21m

Montreal Pierre Elliott Trudeau Intl

Tue 11/11

12:45 pm-9:44 pm

1 stop9h 59m

$236

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 9/20

8:24 am-11:45 am

Nonstop2h 21m

Montreal Pierre Elliott Trudeau Intl

Mon 9/22

4:09 pm-10:39 pm

1 stop7h 30m

$241

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Tue 9/16

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Tue 9/23

10:45 am-4:24 pm

1 stop6h 39m

$260

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Mon 9/29

6:15 pm-11:29 pm

1 stop4h 14m

Montreal Pierre Elliott Trudeau Intl

Thu 10/2

6:00 am-12:28 pm

1 stop7h 28m

$264

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 10/2

5:20 pm-10:15 pm

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Mon 10/6

1:10 pm-4:24 pm

1 stop4h 14m

$266

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 Chicago to Montreal

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

Layovers

Other information

What is the typical price of a round-trip flight between Chicago and Montreal?

What is the cheapest month to fly to Montreal?

The cheapest month to fly to Montreal from Chicago is in September. Flight prices, which tend to average around $307, are often lower during this time because this is during the off-season. If you are unable to visit Montreal during the month of September, then departing from Chicago during the month October is also very affordable. Most momondo users find prices during this month for around $313.

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

The cheapest day to depart from Chicago to Montreal is on a Thursday when prices can be found for as low as $661. Flights from Chicago to Montreal on a Sunday will generally be more expensive and average around $830. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Montreal is at noon. Flights from Chicago to Montreal during this time can be as low as $601. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $819 per ticket.

What is the cheapest Chicago to Montreal flight route?

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

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

You are more likely to see cheaper flights to Montreal from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Montreal for around $404 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montreal from Chicago for as low as $253 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Montreal 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 Chicago to Montreal flights?

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

How have Chicago to Montreal flight prices changed over time?

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

When to book flights from Chicago to Montreal

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

Estimated round-trip price

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

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

Best Price Found	$150
Fastest flight time	2h 05m
Direct flights	Every day
Airports in Montreal	1 airport

The best one-way flight to Montreal from Chicago in the past 72 hours is $150. The best round-trip flight deal from Chicago to Montreal found on momondo in the last 72 hours is $380.

The fastest flight from Chicago to Montreal takes 2h 05m

Direct flights go from Chicago to Montreal every day.

There is 1 airport near Montreal: Montreal Pierre Elliott Trudeau Intl (YUL)

Search flight deals

How far is Chicago to Montreal by plane?
Montreal is 744.2 mi away from Chicago. A reasonable flight in good conditions will take 2h 05m.
When did momondo last update prices for flights from Chicago to Montreal?
Prices for flights from Chicago to Montreal refresh daily.
How many operators does momondo search for flights from Chicago to Montreal?
As of August 2025, there are 4 operators available to choose from for flights from Chicago to Montreal.
How old do you have to be to fly from Chicago to Montreal?
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 Chicago to Montreal.
What documentation or ID do you need to fly to Montreal?
The necessary travel and health documents for your Montreal 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 Chicago to Montreal?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Montreal is Embraer 175 (Enhanced Winglets) (21.07% of total bookings). The next most popular plane models are Embraer 175 (20.33%), Boeing 737 MAX 8 (18.45%), and Boeing 777-300ER (5.09%).
What is the most popular airline from Chicago to Montreal?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Montreal is Air Canada (61% of total bookings). The next most popular airlines are American Airlines (13%), United Airlines (13%), and Porter Airlines (12%).

Best airlines flying from Chicago to Montreal

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

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $160	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
American Airlines	PriceFrom $192	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $202	Free Cancellation	Rating 7.4 8,930 reviews	Search United Airlines flights
Porter Airlines	PriceFrom $245	Free Cancellation	Rating 7.9 341 reviews	Search Porter Airlines flights

United Airlines Flights From Chicago to Montreal
United Airlines flight deals from Chicago to Montreal start from $202 round-trip. Over the 41 United Airlines flights for this route in a normal week, average airfare is usually $381 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Chicago to Montreal
American Airlines (7.2/10 from 10,000 reviews) operates around 11 flights from Chicago to Montreal in any given week. The average American Airlines airfare for this route is around $405, with deals from around $192 rare but found on momondo. Referenced prices are for round-trip Chicago to Montreal flight searches in the last 72 hours.

Why use momondo?

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

It is quick and easy to find Chicago to Montreal 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 Montreal that suits you.

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

Yes. momondo allows you to filter the results for Chicago to Montreal flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Montreal from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Chicago to Montreal 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.

An easier way to manage your Montreal 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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Find better results for your trip to Canada

Cheap flights from Chicago to Montreal from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Montreal departing on 9/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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

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Porter Airlines flights from Chicago to Montreal

Our best Porter Airlines deals on Chicago to Montreal flight tickets

WestJet flights from Chicago to Montreal

Our best WestJet deals on Chicago to Montreal flight tickets

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How to get the cheapest flight ticket from Chicago to Montreal

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 typical price of a round-trip flight between Chicago and Montreal?

What is the cheapest month to fly to Montreal?

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

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

Our most recent data shows that the best time of day to fly to Montreal is at noon. Flights from Chicago to Montreal during this time can be as low as $601. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $819 per ticket.

What is the cheapest Chicago to Montreal flight route?

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

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

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

There are 4 cabin classes available to choose from on Chicago to Montreal 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 Chicago to Montreal flights?

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

How have Chicago to Montreal flight prices changed over time?

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

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

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

What airlines fly to Montreal?

Which airport is the most popular layover for flights between Chicago and Montreal?

Toronto (YTZ) was the most common stop: 73% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Montreal?

Flights via Toronto (YTZ) offer the lowest average round-trip price of $220.

Which layover airport has the shortest travel time from Chicago to Montreal?

Flights connecting via Toronto (YTZ) have the shortest average one-way travel time: 3h 55m.

Which layover airport has the shortest connection time from Chicago to Montreal?

Toronto (YTZ) has the shortest average layover time for this route: 1h 07m.

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

As of August 2025, 26 flights take off from Chicago and land in Montreal each day. The most common flight departure time for this route is 1:00PM, with 62% of daily flights taking off in the afternoon.

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

186 flights are operational weekly from Chicago to Montreal as of August 2025. The most popular departure day for this route is Wed, with 15% of flights per week taking off on this day.

When to book flights from Chicago to Montreal

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

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

Best Price Found

Fastest flight time

Direct flights

Airports in Montreal

How far is Chicago to Montreal by plane?

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

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

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

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

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

What is the most popular airline from Chicago to Montreal?

Best airlines flying from Chicago to Montreal

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

United Airlines Flights From Chicago to Montreal

American Airlines Flights From Chicago to Montreal

Why use momondo?

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

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

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

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

An easier way to manage your Montreal 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.