What day of the week experiences the fewest flight delays on this route?

Sunday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

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

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

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

As of November 2025, 18 flights take off from Chicago and land in Montreal each day. The most common flight departure time for this route is 10:00AM, with 50% of daily flights taking off at noon.

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 67% 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 layover airport has the shortest connection time from Chicago to Montreal?

Toronto (YTZ) has the shortest average layover time for this route: 1h 03m.

Which airline has the best punctuality record on Chicago to Montreal flights?

According to our data, Delta have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How often are flights from Chicago to Montreal delayed?

Historically, on average around 15% of flights between Chicago and Montreal have experienced a delay on any given week. The average delay length over the past 12 months has been 134 minutes.

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

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

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.

What is the most punctual flight time for Chicago to Montreal flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.

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

130 flights are operational weekly from Chicago to Montreal as of November 2025. The most popular departure day for this route is Thu, with 16% of flights per week taking off on this day.

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

Toronto (YTZ) was the most common stop: 75% of momondo users choosing 1-stop flights on this route connected there.

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 November 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.

$132 Cheap Flights from Chicago to Montreal in 2025/26

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11:00 am - 6:45 pmMDW-YUL

6h 45m1 stop

11:25 am - 3:20 pmYUL-MDW

4h 55m1 stop

$191Porter Airlines

Find Deal

Sun, Apr 19 - Wed, Apr 22

8:52 am - 7:48 pmORD-YUL

9h 56m1 stop

4:45 pm - 6:51 pmYUL-ORD

3h 06mnonstop

$191United Airlines

Find Deal

Sat, Jan 10 - Fri, Jan 16

10:35 am - 2:00 pmORD-YUL

2h 25mnonstop

9:15 am - 11:39 pmYUL-ORD

15h 24m1 stop

$196United Airlines

Find Deal

Sat, Jan 17 - Mon, Jan 19

11:50 am - 3:08 pmORD-YUL

2h 18mnonstop

7:30 am - 12:35 pmYUL-ORD

6h 05m1 stop

$202American Airlines

Find Deal

Fri, Jan 30 - Sun, Feb 1

8:52 am - 3:16 pmORD-YUL

5h 24m1 stop

2:13 pm - 6:37 pmYUL-ORD

5h 24m1 stop

$206United Airlines

Find Deal

Mon, Jan 12 - Thu, Jan 15

8:56 pm - 12:24 pmORD-YUL

14h 28m1 stop

7:30 am - 4:46 pmYUL-ORD

10h 16m1 stop

$212American Airlines

Find Deal

Thu, Jan 22 - Sun, Jan 25

2:00 pm - 11:22 pmORD-YUL

8h 22m1 stop

6:25 pm - 8:10 pmYUL-ORD

2h 45mnonstop

$235Air Canada

Find Deal

Sat, Jan 3 - Sat, Jan 10

4:13 pm - 11:59 pmMDW-YUL

6h 46m1 stop

6:00 am - 12:48 pmYUL-MDW

7h 48m1 stop

$236Delta

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Sat, Feb 14 - Sat, Feb 21

6:15 am - 1:42 pmORD-YUL

6h 27m1 stop

6:00 am - 1:08 pmYUL-ORD

8h 08m1 stop

$236Delta

Find Deal

Tue, Jan 6 - Mon, Jan 12

3:55 pm - 11:22 pmORD-YUL

6h 27m1 stop

6:25 pm - 8:10 pmYUL-ORD

2h 45mnonstop

$241Air Canada

Find Deal

Wed, Dec 31 - Fri, Jan 9

American Airlines flights from Chicago to Montreal

Our best American Airlines deals on Chicago to Montreal flight tickets

American Airlines

Jan 30

ORD11:50 amChicago O'Hare Intl

2h 18m

YUL3:08 pmMontreal Pierre Elliott Trudeau Intl

Feb 1

YUL7:30 amMontreal Pierre Elliott Trudeau Intl

6h 05m

1 stop

ORD12:35 pmChicago O'Hare Intl

$202

Find similar

American Airlines

Jan 22

ORD8:56 pmChicago O'Hare Intl

14h 28m

1 stop

YUL12:24 pmMontreal Pierre Elliott Trudeau Intl

Jan 25

YUL7:30 amMontreal Pierre Elliott Trudeau Intl

10h 16m

1 stop

ORD4:46 pmChicago O'Hare Intl

$212

Find similar

American Airlines

Jan 22

ORD11:50 amChicago O'Hare Intl

2h 18m

YUL3:08 pmMontreal Pierre Elliott Trudeau Intl

Jan 25

YUL3:52 pmMontreal Pierre Elliott Trudeau Intl

3h 00m

ORD5:52 pmChicago O'Hare Intl

$262

Find similar

Air Canada flights from Chicago to Montreal

Our best Air Canada deals on Chicago to Montreal flight tickets

Air Canada

Jan 3

ORD2:00 pmChicago O'Hare Intl

8h 22m

1 stop

YUL11:22 pmMontreal Pierre Elliott Trudeau Intl

Jan 10

YUL6:25 pmMontreal Pierre Elliott Trudeau Intl

2h 45m

ORD8:10 pmChicago O'Hare Intl

$235

Find similar

Air Canada

Dec 31

ORD3:55 pmChicago O'Hare Intl

6h 27m

1 stop

YUL11:22 pmMontreal Pierre Elliott Trudeau Intl

Jan 9

YUL6:25 pmMontreal Pierre Elliott Trudeau Intl

2h 45m

ORD8:10 pmChicago O'Hare Intl

$241

Find similar

Air Canada

Dec 31

ORD2:00 pmChicago O'Hare Intl

5h 50m

2 stops

YUL8:50 pmMontreal Pierre Elliott Trudeau Intl

Jan 9

YUL1:10 pmMontreal Pierre Elliott Trudeau Intl

2h 45m

ORD2:55 pmChicago O'Hare Intl

$246

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Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sun 4/19

11:00 am-6:45 pm

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

Wed 4/22

11:25 am-3:20 pm

1 stop4h 55m

$191

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 1/10

8:52 am-7:48 pm

1 stop9h 56m

Montreal Pierre Elliott Trudeau Intl

Fri 1/16

4:45 pm-6:51 pm

Nonstop3h 06m

$191

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 1/17

10:35 am-2:00 pm

Nonstop2h 25m

Montreal Pierre Elliott Trudeau Intl

Mon 1/19

9:15 am-11:39 pm

1 stop15h 24m

$196

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 1/30

11:50 am-3:08 pm

Nonstop2h 18m

Montreal Pierre Elliott Trudeau Intl

Sun 2/1

7:30 am-12:35 pm

1 stop6h 05m

$202

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Mon 1/12

8:52 am-3:16 pm

1 stop5h 24m

Montreal Pierre Elliott Trudeau Intl

Thu 1/15

2:13 pm-6:37 pm

1 stop5h 24m

$206

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 1/22

8:56 pm-12:24 pm

1 stop14h 28m

Montreal Pierre Elliott Trudeau Intl

Sun 1/25

7:30 am-4:46 pm

1 stop10h 16m

$212

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Sat 1/3

2:00 pm-11:22 pm

1 stop8h 22m

Montreal Pierre Elliott Trudeau Intl

Sat 1/10

6:25 pm-8:10 pm

Nonstop2h 45m

$235

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Sat 2/14

4:13 pm-11:59 pm

1 stop6h 46m

Montreal Pierre Elliott Trudeau Intl

Sat 2/21

6:00 am-12:48 pm

1 stop7h 48m

$236

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Tue 1/6

6:15 am-1:42 pm

1 stop6h 27m

Montreal Pierre Elliott Trudeau Intl

Mon 1/12

6:00 am-1:08 pm

1 stop8h 08m

$236

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Wed 12/31

3:55 pm-11:22 pm

1 stop6h 27m

Montreal Pierre Elliott Trudeau Intl

Fri 1/9

6:25 pm-8:10 pm

Nonstop2h 45m

$241

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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

Prices

Airlines

Delays

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 $294, 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 April is also very affordable. Most momondo users find prices during this month for around $315.

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 $638. Flights from Chicago to Montreal on a Sunday will generally be more expensive and average around $829. 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 $600. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $805 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 $405 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 $237 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 November 2025, prices for Chicago to Montreal flights are approximately 6% more expensive 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	$300
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 $300. The best round-trip flight deal from Chicago to Montreal found on momondo in the last 72 hours is $373.

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 November 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) (23.12% of total bookings). The next most popular plane models are Embraer 175 (12.27%), Airbus A220-300 (9.30%), and Canadair (Bombardier) Regional Jet 900 (7.05%).
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 (60% of total bookings). The next most popular airlines are American Airlines (14%), United Airlines (13%), and Porter Airlines (13%).

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 $162	Free Cancellation	Rating 7.1 10,463 reviews	Search Air Canada flights
American Airlines	PriceFrom $192	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Porter Airlines	PriceFrom $249	Free Cancellation	Rating 8.0 393 reviews	Search Porter Airlines flights
United Airlines	PriceFrom $256	Free Cancellation	Rating 7.4 9,028 reviews	Search United Airlines flights

Porter Airlines Flights From Chicago to Montreal
Porter Airlines flight deals from Chicago to Montreal start from $249 round-trip. Over the 4 Porter Airlines flights for this route in a normal week, average airfare is usually $457 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Chicago to Montreal
United Airlines (7.4/10 from 9,028 reviews) operates around 34 flights from Chicago to Montreal in any given week. The average United Airlines airfare for this route is around $407, with deals from around $256 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.

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Find better results for your trip to Canada

Cheap flights from Chicago to Montreal from $132

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 12/5. 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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American Airlines flights from Chicago to Montreal

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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 $600. In the morning is when there is more demand to fly to Montreal, so prices are often more expensive at around $805 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 November 2025, prices for Chicago to Montreal flights are approximately 6% more expensive when compared to flights at the same time last year.

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

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

What airlines fly to Montreal?

How often are flights from Chicago to Montreal delayed?

Historically, on average around 15% of flights between Chicago and Montreal have experienced a delay on any given week. The average delay length over the past 12 months has been 134 minutes.

What is the most punctual flight time for Chicago to Montreal flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Sunday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Montreal flights?

According to our data, Delta have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

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

Toronto (YTZ) was the most common stop: 75% 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 03m.

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

As of November 2025, 18 flights take off from Chicago and land in Montreal each day. The most common flight departure time for this route is 10:00AM, with 50% of daily flights taking off at noon.

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

130 flights are operational weekly from Chicago to Montreal as of November 2025. The most popular departure day for this route is Thu, with 16% 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

Porter Airlines Flights From Chicago to Montreal

United Airlines Flights From Chicago to Montreal

Why use momondo?