$64 Cheap Flights from Chicago (CHI) to Montreal (YMQ)

View $64 flight on Thu, Jan 15, 2026Opens in a new window

Popular airlines from Chicago to Montreal

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Cheap Flights from Chicago to Montreal (CHI-YMQ)

Prices were available within the past 7 days and start at $64 for one-way flights and $171 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, Jan 10 - Mon, Jan 12
ORD
Chicago
YUL
Montreal
$171 Roundtrip, found 7 hours ago
$171
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Sat, Jan 10 from Chicago to Montreal, returning Mon, Jan 12, priced at $171 found 7 hours ago
American Airlines
Thu, Jan 8 - Fri, Jan 9
ORD
Chicago
YUL
Montreal
$172 Roundtrip, found 1 hour ago
$172
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Jan 8 from Chicago to Montreal, returning Fri, Jan 9, priced at $172 found 1 hour ago
Air Canada
Thu, Jan 15 - Fri, Jan 16
ORD
Chicago
YUL
Montreal
$172 Roundtrip, found 6 hours ago
$172
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Thu, Jan 15 from Chicago to Montreal, returning Fri, Jan 16, priced at $172 found 6 hours ago
American Airlines
Sun, Jan 11 - Fri, Jan 16
ORD
Chicago
YUL
Montreal
$173 Roundtrip, found 11 hours ago
$173
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sun, Jan 11 from Chicago to Montreal, returning Fri, Jan 16, priced at $173 found 11 hours ago
United
Thu, Jan 29 - Fri, Jan 30
ORD
Chicago
YUL
Montreal
$178 Roundtrip, found 3 days ago
$178
Roundtrip
found 3 days ago
Select United flight, departing Thu, Jan 29 from Chicago to Montreal, returning Fri, Jan 30, priced at $178 found 3 days ago
Air Canada
Tue, Jan 6 - Sat, Jan 17
ORD
Chicago
YUL
Montreal
$181 Roundtrip, just found
$181
Roundtrip
just found
Select Air Canada flight, departing Tue, Jan 6 from Chicago to Montreal, returning Sat, Jan 17, priced at $181 just found
American Airlines
Tue, Jan 20 - Fri, Jan 23
ORD
Chicago
YUL
Montreal
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jan 20 from Chicago to Montreal, returning Fri, Jan 23, priced at $183 found 2 days ago
Air Canada
Fri, Jan 16 - Sun, Jan 18
ORD
Chicago
YUL
Montreal
$186 Roundtrip, found 3 hours ago
$186
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Jan 16 from Chicago to Montreal, returning Sun, Jan 18, priced at $186 found 3 hours ago
Porter Airlines
Wed, Feb 18 - Sun, Feb 22
MDW
Chicago
YUL
Montreal
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Feb 18 from Chicago to Montreal, returning Sun, Feb 22, priced at $191 found 3 days ago
Delta
Fri, Jan 16 - Sun, Jan 18
ORD
Chicago
YUL
Montreal
$193 Roundtrip, found 3 hours ago
$193
Roundtrip
found 3 hours ago
Select Delta flight, departing Fri, Jan 16 from Chicago to Montreal, returning Sun, Jan 18, priced at $193 found 3 hours ago

Find the cheapest month to fly from Chicago (CHI) to Montreal (YMQ)

September is typically the cheapest month to fly

From $158 - $471 per traveler.

Alternative airports near Montreal

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Pierre Elliott Trudeau Intl. YUL. Cheapest and Closest option available. Average driving time to city center is 17 minutes. Flights from $409
YUL
Pierre Elliott Trudeau Intl.
CheapestClosest
Average driving time to city center17 min
Flights from $409

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports)?
If you're planning on traveling between Chicago, IL (CHI-All Airports) and Montreal (YMQ-All Airports), round-trip flights start from $171. This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports)?
This differs between airlines, as each one has its own terms and conditions. Head to the Customer Service Portal, where there are easy instructions on how to cancel online.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports)?
With a flight distance of 777 mi, it's just a hop from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports). It might be a quick journey, but it's still worth packing something to keep you busy on board.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports)?
One airline that services the route from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports) is Air Canada (AC). It offers 91 flights monthly. Offering 30 flights per month along this route, United Airlines (UA) is another good option.
Are Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Chicago, IL (CHI-All Airports) to Montreal (YMQ-All Airports) last minute could be your ticket to a cheap deal. However, it could end up costing you a whole lot more! If you'd rather err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to a year in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated all the time on Expedia.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pierre Elliott Trudeau Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Roundtrip price
$157
Distance
745 mi

Book with confidence

Chicago to Montreal Flights

The cheapest times to fly from Chicago to Montreal

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Montreal are during the month of January. You can find some of the cheapest flights from Chicago to Montreal with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Montreal

Sunday is one of the best days to book for cheap flights from Chicago to Montreal: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Montreal

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Montreal in 2025. You can also book with separate airlines for your outbound and return journeys, from $64 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Montreal flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Montreal airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Montreal Flights

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*Available to One Key members.