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

As of September 2025, 196 flights take off from Chicago and land in Montreal each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

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

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

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

As of September 2025, there are 28 flights per day flying from Chicago to Montreal. The most common time of day flights depart is 6:00p.m., with 42% of flights taking off in the afternoon.

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

Prices for flights from Chicago to Montreal are updated daily.

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

There is 1 operator available for flights from Chicago to Montreal as of September 2025.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

C$ 92 Cheap Flights from Chicago to Montreal in 2025/26

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

Prices are currently typical for flights on this route. Typical prices usually range from C$ 300 to C$ 638. The lowest price recently found on this route was C$ 359.

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Find the cheapest flights from Chicago to Montreal

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

4:15 p.m. - 10:45 p.m.MDW-YUL

5h 30m1 stop

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

6h 05m1 stop

C$ 359Porter Airlines

Find Deal

Thu, 30 Oct - Thu, 6 Nov

9:35 a.m. - 4:00 p.m.MDW-YUL

5h 25m1 stop

11:25 a.m. - 3:20 p.m.YUL-MDW

4h 55m1 stop

C$ 360Porter Airlines

Find Deal

Thu, 23 Oct - Sun, 26 Oct

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

3h 55m1 stop

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

6h 39m1 stop

C$ 362Porter Airlines

Find Deal

Wed, 15 Oct - Thu, 23 Oct

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

2h 07mdirect

1:10 p.m. - 2:55 p.m.YUL-ORD

2h 45mdirect

C$ 384Air Canada

Find Deal

Thu, 30 Oct - Thu, 6 Nov

8:40 a.m. - 11:54 a.m.ORD-YUL

2h 14mdirect

6:15 p.m. - 8:00 p.m.YUL-ORD

2h 45mdirect

C$ 385Air Canada

Find Deal

Thu, 23 Oct - Sun, 26 Oct

2:20 p.m. - 1:32 p.m.ORD-YUL

22h 12m1 stop

8:00 a.m. - 9:23 a.m.YUL-ORD

26h 23m1 stop

C$ 404Multiple Airlines

Find Deal

Fri, 5 Dec - Mon, 8 Dec

2:08 p.m. - 5:26 p.m.ORD-YUL

2h 18mdirect

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

2h 46mdirect

C$ 406United Airlines

Find Deal

Fri, 17 Oct - Wed, 22 Oct

8:41 a.m. - 4:28 p.m.ORD-YUL

30h 47m1 stop

8:00 a.m. - 11:42 p.m.YUL-ORD

16h 42m1 stop

C$ 409Multiple Airlines

Find Deal

Thu, 4 Dec - Mon, 8 Dec

2:08 p.m. - 5:26 p.m.ORD-YUL

2h 18mdirect

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

2h 46mdirect

C$ 436United Airlines

Find Deal

Thu, 23 Oct - Sat, 25 Oct

5:00 a.m. - 12:15 p.m.ORD-YUL

6h 15m1 stop

3:49 p.m. - 5:49 p.m.YUL-ORD

3h 00mdirect

C$ 464American Airlines

Find Deal

Thu, 20 Nov - Sun, 23 Nov

Porter Airlines flights from Chicago to Montreal

Our best Porter Airlines deals on Chicago to Montreal flight tickets

Porter Airlines

30 Oct

MDW4:15 p.m.Chicago Midway

5h 30m

1 stop

YUL10:45 p.m.Montreal Pierre Elliott Trudeau Intl

6 Nov

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

6h 05m

1 stop

MDW3:20 p.m.Chicago Midway

C$ 359

Find similar

Porter Airlines

23 Oct

MDW9:35 a.m.Chicago Midway

5h 25m

1 stop

YUL4:00 p.m.Montreal Pierre Elliott Trudeau Intl

26 Oct

YUL11:25 a.m.Montreal Pierre Elliott Trudeau Intl

4h 55m

1 stop

MDW3:20 p.m.Chicago Midway

C$ 360

Find similar

Porter Airlines

15 Oct

MDW5:20 p.m.Chicago Midway

3h 55m

1 stop

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

23 Oct

YUL10:45 a.m.Montreal Pierre Elliott Trudeau Intl

6h 39m

1 stop

MDW4:24 p.m.Chicago Midway

C$ 362

Find similar

Air Canada flights from Chicago to Montreal

Our best Air Canada deals on Chicago to Montreal flight tickets

Air Canada

30 Oct

ORD12:50 p.m.Chicago O'Hare Intl

2h 07m

YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl

6 Nov

YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl

2h 45m

ORD2:55 p.m.Chicago O'Hare Intl

C$ 384

Find similar

Air Canada

23 Oct

ORD8:40 a.m.Chicago O'Hare Intl

2h 14m

YUL11:54 a.m.Montreal Pierre Elliott Trudeau Intl

26 Oct

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

2h 45m

ORD8:00 p.m.Chicago O'Hare Intl

C$ 385

Find similar

Air Canada

1 Nov

ORD12:50 p.m.Chicago O'Hare Intl

2h 07m

YUL3:57 p.m.Montreal Pierre Elliott Trudeau Intl

8 Nov

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

2h 45m

ORD8:00 p.m.Chicago O'Hare Intl

C$ 387

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 30/10

4:15 p.m.-10:45 p.m.

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

Thu 6/11

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

1 stop6h 05m

C$ 359

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Thu 23/10

9:35 a.m.-4:00 p.m.

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

Sun 26/10

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 360

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

Wed 15/10

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

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

Thu 23/10

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

1 stop6h 39m

C$ 362

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 30/10

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

Nonstop2h 07m

Montreal Pierre Elliott Trudeau Intl

Thu 6/11

1:10 p.m.-2:55 p.m.

Nonstop2h 45m

C$ 384

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 23/10

8:40 a.m.-11:54 a.m.

Nonstop2h 14m

Montreal Pierre Elliott Trudeau Intl

Sun 26/10

6:15 p.m.-8:00 p.m.

Nonstop2h 45m

C$ 385

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 5/12

2:20 p.m.-1:32 p.m.

1 stop22h 12m

Montreal Pierre Elliott Trudeau Intl

Mon 8/12

8:00 a.m.-9:23 a.m.

1 stop26h 23m

C$ 404

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Fri 17/10

2:08 p.m.-5:26 p.m.

Nonstop2h 18m

Montreal Pierre Elliott Trudeau Intl

Wed 22/10

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

Nonstop2h 46m

C$ 406

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 4/12

8:41 a.m.-4:28 p.m.

1 stop30h 47m

Montreal Pierre Elliott Trudeau Intl

Mon 8/12

8:00 a.m.-11:42 p.m.

1 stop16h 42m

C$ 409

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 23/10

2:08 p.m.-5:26 p.m.

Nonstop2h 18m

Montreal Pierre Elliott Trudeau Intl

Sat 25/10

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

Nonstop2h 46m

C$ 436

ChicagoMontreal

ORD - YUL

ORDYUL

Chicago O'Hare Intl

Thu 20/11

5:00 a.m.-12:15 p.m.

1 stop6h 15m

Montreal Pierre Elliott Trudeau Intl

Sun 23/11

3:49 p.m.-5:49 p.m.

Nonstop3h 00m

C$ 464

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

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 October. Flight prices, which tend to average around C$ 422, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of October, then book flights to Montreal from Chicago during September instead. Flights to Montreal in September, while not as cheap as those in October, still average around C$ 425.

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

Our data shows that Thursday is the least expensive day to fly to Montreal. Tickets to fly out on this day can be as low as C$ 335. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Montreal for around C$ 1,014.

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

Our data shows that the cheapest Chicago to Montreal flights are usually those with departure times at noon. Our users have found flights to Montreal at noon for as low as C$ 361. Flights in the afternoon are often more expensive with an average ticket price of C$ 696.

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 C$ 555 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 C$ 348 on momondo.

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

There are 2 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?

You could potentially save up to 11% on your flight if you consider stops on a Chicago to Montreal flight.

How have Chicago to Montreal flight prices changed over time?

As of September 2025, prices for Chicago to Montreal flights are approximately 50% 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	C$ 121
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 C$ 121. The best round-trip flight deal from Chicago to Montreal found on momondo in the last 72 hours is C$ 222.

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?
A flight from Chicago to Montreal will travel around 1197.7 km. By plane, this route typically takes 2h 05m.
When did momondo last update prices for flights from Chicago to Montreal?
Prices for flights from Chicago to Montreal are updated daily.
How many operators does momondo search for flights from Chicago to Montreal?
There is 1 operator available for flights from Chicago to Montreal as of September 2025.
How old do you have to be to fly from Chicago to Montreal?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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) (19.92% of total bookings). The next most popular plane models are Embraer 175 (18.51%), Boeing 737 MAX 8 (16.67%), and Boeing 777-300ER (7.24%).
What is the most popular airline from Chicago to Montreal?
momondo data reveals that the most frequently booked airline on the route from Chicago to Montreal is Porter Airlines, representing 64% of all bookings. The subsequent popular airline is Air Canada at 36%.

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 C$ 338	Free Cancellation	Rating 7.1 10,000 reviews		Search Air Canada flights

Air Canada Flights From Chicago to Montreal
Air Canada is one of the most popular airlines flying from Chicago to Montreal, operating 43 flights/week on average for this route. A good Air Canada flight deal for Chicago to Montreal starts from C$ 246 round-trip, up to an average price of C$ 482. Our users have rated Air Canada at 7.1/10.

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?

Flights from Chicago to Montreal 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 Chicago to Montreal?

Once you have performed a search for Chicago to Montreal flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Montreal from Chicago. 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.

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.

Start using Trips

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Get notified when prices go down

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Fri 17/10

Fri 24/10

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Find better results for your trip to Canada

Fly into one of these airports located in Montreal

Montreal St Hubert Airport

Montreal Pierre Elliott Trudeau Intl Airport

Popular Cities in Canada

Flights to Torontofrom C$ 100

Flights to Vancouverfrom C$ 55

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Flights to Winnipegfrom C$ 109

Flights to Halifaxfrom C$ 120

Flights to Kelownafrom C$ 69

Flights to Saskatoonfrom C$ 121

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Flights to St. John'sfrom C$ 149

Flights to Québec Cityfrom C$ 292

Flights to Monctonfrom C$ 283

Cheap flights from Chicago to Montreal from C$ 149

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 23/10. 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 Chicago to Montreal

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

Porter Airlines flights from Chicago to Montreal

Our best Porter Airlines deals on Chicago to Montreal flight tickets

Air Canada flights from Chicago to Montreal

Our best Air Canada deals on Chicago to Montreal flight tickets

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

See travel insights to Montreal from

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?

Our data shows that Thursday is the least expensive day to fly to Montreal. Tickets to fly out on this day can be as low as C$ 335. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Montreal for around C$ 1,014.

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

Our data shows that the cheapest Chicago to Montreal flights are usually those with departure times at noon. Our users have found flights to Montreal at noon for as low as C$ 361. Flights in the afternoon are often more expensive with an average ticket price of C$ 696.

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 2 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?

You could potentially save up to 11% on your flight if you consider stops on a Chicago to Montreal flight.

How have Chicago to Montreal flight prices changed over time?

As of September 2025, prices for Chicago to Montreal flights are approximately 50% cheaper when compared to flights at the same time last year.

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

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

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

As of September 2025, there are 28 flights per day flying from Chicago to Montreal. The most common time of day flights depart is 6:00p.m., with 42% of flights taking off in the afternoon.

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

As of September 2025, 196 flights take off from Chicago and land in Montreal each week. The most common flight departure day for this route is Mon, with 15% of weekly flights 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

Air Canada 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.

Find better results for your trip to Canada

Fly into one of these airports located in Montreal

Airports listed have a maximum distance of 15.1 km from Montreal