S$107 Cheap Flights from Chicago to Montreal

View S$107 flight on Mon, 25 Aug, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Montreal–Trudeau Intl. Airport (YUL)

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Cheap Flights from Chicago to Montreal (ORD-YUL)

Prices were available within the past 7 days and start at S$107 for one-way flights and S$276 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
YUL
Montreal
S$276 Return, found 4 days ago
S$276
Return
found 4 days ago
Select American Airlines flight, departing Mon, 18 Aug from Chicago to Montreal, returning Mon, 25 Aug, priced at S$276 found 4 days ago
Air Canada
Sat, 16 Aug - Sat, 23 Aug
ORD
Chicago
YUL
Montreal
S$282 Return, found 6 days ago
S$282
Return
found 6 days ago
Select Air Canada flight, departing Sat, 16 Aug from Chicago to Montreal, returning Sat, 23 Aug, priced at S$282 found 6 days ago
Air Canada
Sat, 16 Aug - Sat, 23 Aug
ORD
Chicago
YUL
Montreal
S$290 Return, found 6 days ago
S$290
Return
found 6 days ago
Select Air Canada flight, departing Sat, 16 Aug from Chicago to Montreal, returning Sat, 23 Aug, priced at S$290 found 6 days ago
Air Canada
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
YUL
Montreal
S$299 Return, found 4 days ago
S$299
Return
found 4 days ago
Select Air Canada flight, departing Mon, 18 Aug from Chicago to Montreal, returning Mon, 25 Aug, priced at S$299 found 4 days ago
Air Canada
Tue, 19 Aug - Sat, 23 Aug
ORD
Chicago
YUL
Montreal
S$299 Return, found 13 hours ago
S$299
Return
found 13 hours ago
Select Air Canada flight, departing Tue, 19 Aug from Chicago to Montreal, returning Sat, 23 Aug, priced at S$299 found 13 hours ago
Delta
Sat, 16 Aug - Sat, 23 Aug
ORD
Chicago
YUL
Montreal
S$304 Return, found 6 days ago
S$304
Return
found 6 days ago
Select Delta flight, departing Sat, 16 Aug from Chicago to Montreal, returning Sat, 23 Aug, priced at S$304 found 6 days ago
American Airlines
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
YUL
Montreal
S$306 Return, found 4 days ago
S$306
Return
found 4 days ago
Select American Airlines flight, departing Mon, 18 Aug from Chicago to Montreal, returning Mon, 25 Aug, priced at S$306 found 4 days ago
Air Canada
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
YUL
Montreal
S$308 Return, found 4 days ago
S$308
Return
found 4 days ago
Select Air Canada flight, departing Mon, 18 Aug from Chicago to Montreal, returning Mon, 25 Aug, priced at S$308 found 4 days ago
Air Canada
Tue, 19 Aug - Sat, 23 Aug
ORD
Chicago
YUL
Montreal
S$308 Return, found 13 hours ago
S$308
Return
found 13 hours ago
Select Air Canada flight, departing Tue, 19 Aug from Chicago to Montreal, returning Sat, 23 Aug, priced at S$308 found 13 hours ago
United
Tue, 19 Aug - Sat, 23 Aug
ORD
Chicago
YUL
Montreal
S$350 Return, found 13 hours ago
S$350
Return
found 13 hours ago
Select United flight, departing Tue, 19 Aug from Chicago to Montreal, returning Sat, 23 Aug, priced at S$350 found 13 hours ago

Find the cheapest month to fly from Chicago (ORD) to Montreal (YUL)

September is typically the cheapest month to fly

From S$210 - S$593 per traveller.

Graph displaying average flight prices per month

Chicago to Montreal route information
Origin airport
O'Hare Intl.
Destination airport
Pierre Elliott Trudeau Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Return price
S$275
Distance
1192 km
Average flight time
3 hours 20 mins

Flights from Chicago to Montreal

There are several airlines that operate frequent flights from Chicago (ORD) to Montreal (YUL) including

The earliest flight leaves O'Hare Intl. Airport at 06:00 and arrives at Pierre Elliott Trudeau Intl. Airport at 09:09. The last flight of the day departs Chicago at 20:30 and arrives at Montreal at 23:30.

The flight distance from Chicago to Montreal is about 1207 km, the shortest flight is 02 hours with WestJet.

Expedia lets you search across the largest number of airlines and Montreal flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Chicago Montreal flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago to Montreal trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Montreal flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Chicago to Montreal with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from O'Hare Airport to Montreal Airport?
The lowest price advertised for a round-trip journey from ORD to YUL is S$276. But you better move fast. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Montréal--Trudeau?
Each air carrier has its own terms and conditions. If you decide to cancel your getaway, head to our Customer Service Portal.
How do I find cheap flights from ORD to Pierre Elliott Trudeau Intl. Airport (YUL) 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 O'Hare Intl. Airport (ORD) to Montréal--Trudeau flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to Pierre Elliott Trudeau Intl. Airport (YUL)?
That movie you've been eager to see will just have to wait --- the flight distance between O'Hare Intl. Airport (ORD) (ORD) and Montréal--Trudeau (YUL) is only 1,200 kilometres. The captain will be telling you to buckle up for touchdown before you know it.
Which airlines fly direct from ORD to Pierre Elliott Trudeau Intl. Airport (YUL)?
There are a few airlines that fly straight from ORD to YUL. Air Canada (AC) is an excellent choice, offering 91 flights each month. After some more options? Check out the seats available with United Airlines (UA). This carrier offers 30 flights a month between these airports.
Are ORD to Pierre Elliott Trudeau Intl. Airport (YUL) flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes nab a bargain, with some super cheap airfares from ORD to Pierre Elliott Trudeau Intl. Airport (YUL) emerging a few weeks before the date of departure. If you'd rather book ahead of time, Expedia compares and updates all the best flight deals continually --- as early as 12 months in advance in some cases. It depends on the carrier though, as not all airlines advertise prices that far in advance.

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