S$101 Cheap Flights from Chicago to Montreal

View S$101 flight on Mon, 24 Nov, 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$101 for one-way flights and S$256 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, 24 Nov - Thu, 27 Nov
ORD
Chicago
YUL
Montreal
S$256 Return, found 3 days ago
S$256
Return
found 3 days ago
Select Air Canada flight, departing Mon, 24 Nov from Chicago to Montreal, returning Thu, 27 Nov, priced at S$256 found 3 days ago
Air Canada
Mon, 24 Nov - Fri, 28 Nov
ORD
Chicago
YUL
Montreal
S$263 Return, found 3 days ago
S$263
Return
found 3 days ago
Select Air Canada flight, departing Mon, 24 Nov from Chicago to Montreal, returning Fri, 28 Nov, priced at S$263 found 3 days ago
United
Mon, 24 Nov - Thu, 27 Nov
ORD
Chicago
YUL
Montreal
S$267 Return, found 3 days ago
S$267
Return
found 3 days ago
Select United flight, departing Mon, 24 Nov from Chicago to Montreal, returning Thu, 27 Nov, priced at S$267 found 3 days ago
Air Canada
Mon, 24 Nov - Fri, 28 Nov
ORD
Chicago
YUL
Montreal
S$270 Return, found 3 days ago
S$270
Return
found 3 days ago
Select Air Canada flight, departing Mon, 24 Nov from Chicago to Montreal, returning Fri, 28 Nov, priced at S$270 found 3 days ago
United
Mon, 24 Nov - Fri, 28 Nov
ORD
Chicago
YUL
Montreal
S$270 Return, found 3 days ago
S$270
Return
found 3 days ago
Select United flight, departing Mon, 24 Nov from Chicago to Montreal, returning Fri, 28 Nov, priced at S$270 found 3 days ago
Delta
Mon, 24 Nov - Thu, 27 Nov
ORD
Chicago
YUL
Montreal
S$274 Return, found 3 days ago
S$274
Return
found 3 days ago
Select Delta flight, departing Mon, 24 Nov from Chicago to Montreal, returning Thu, 27 Nov, priced at S$274 found 3 days ago
United
Mon, 24 Nov - Thu, 27 Nov
ORD
Chicago
YUL
Montreal
S$277 Return, found 3 days ago
S$277
Return
found 3 days ago
Select United flight, departing Mon, 24 Nov from Chicago to Montreal, returning Thu, 27 Nov, priced at S$277 found 3 days ago
Air Canada
Mon, 24 Nov - Thu, 27 Nov
ORD
Chicago
YUL
Montreal
S$280 Return, found 3 days ago
S$280
Return
found 3 days ago
Select Air Canada flight, departing Mon, 24 Nov from Chicago to Montreal, returning Thu, 27 Nov, priced at S$280 found 3 days ago
Delta
Mon, 24 Nov - Fri, 28 Nov
ORD
Chicago
YUL
Montreal
S$281 Return, found 3 days ago
S$281
Return
found 3 days ago
Select Delta flight, departing Mon, 24 Nov from Chicago to Montreal, returning Fri, 28 Nov, priced at S$281 found 3 days ago
American Airlines
Mon, 24 Nov - Thu, 27 Nov
ORD
Chicago
YUL
Montreal
S$389 Return, found 3 days ago
S$389
Return
found 3 days ago
Select American Airlines flight, departing Mon, 24 Nov from Chicago to Montreal, returning Thu, 27 Nov, priced at S$389 found 3 days ago

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

September is typically the cheapest month to fly

From S$216 - S$673 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.
Return price
S$256
Distance
1192 km
Average flight time
3 hours 21 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$256. 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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