ORD - YUL

C$ 104 Find Cheap Flights from Chicago to Montreal

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Montreal departing on 19/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Montreal Pierre Elliott Trudeau Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montreal, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montreal, as well as popular online travel agencies
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Booking Insights
Flight Deals

Cheap Flights from Chicago to Montreal (ORD-YUL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Montreal that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Montreal

Tue, 4 Nov - Sat, 8 Nov
United Airlines Logo
10:38 a.m. - 2:00 p.m.ORD-YUL
2h 22mdirect
United Airlines Logo
3:00 p.m. - 8:07 p.m.YUL-ORD
6h 07m1 stop
C$ 271United Airlines
Find Deal
Tue, 4 Nov - Sat, 8 Nov
United Airlines Logo
10:38 a.m. - 2:00 p.m.ORD-YUL
2h 22mdirect
United Airlines Logo
2:13 p.m. - 11:43 p.m.YUL-ORD
10h 30m1 stop
C$ 273United Airlines
Find Deal
Mon, 29 Sep - Sun, 5 Oct
United Airlines Logo
7:11 a.m. - 10:40 a.m.ORD-YUL
2h 29mdirect
United Airlines Logo
9:45 a.m. - 11:23 a.m.YUL-ORD
2h 38mdirect
C$ 281United Airlines
Find Deal
Sat, 8 Nov - Fri, 14 Nov
American Airlines Logo
5:00 a.m. - 1:49 p.m.ORD-YUL
7h 49m1 stop
American Airlines Logo
7:30 a.m. - 10:52 p.m.YUL-ORD
16h 22m1 stop
C$ 295American Airlines
Find Deal
Mon, 29 Sep - Fri, 3 Oct
Delta Logo
5:00 p.m. - 11:29 p.m.ORD-YUL
5h 29m1 stop
Delta Logo
12:47 p.m. - 9:25 p.m.YUL-ORD
9h 38m1 stop
C$ 326Delta
Find Deal
Sat, 20 Sep - Mon, 22 Sep
American Airlines Logo
9:48 a.m. - 3:33 p.m.ORD-YUL
4h 45m1 stop
American Airlines Logo
4:09 p.m. - 10:39 p.m.YUL-ORD
7h 30m1 stop
C$ 328American Airlines
Find Deal
Sat, 20 Sep - Mon, 22 Sep
Lufthansa Logo
6:00 a.m. - 4:10 p.m.ORD-YUL
9h 10m1 stop
Lufthansa Logo
6:00 a.m. - 5:05 p.m.YUL-ORD
12h 05m1 stop
C$ 346Lufthansa
Find Deal
Sat, 20 Sep - Mon, 22 Sep
Air Canada Logo
10:40 a.m. - 1:54 p.m.ORD-YUL
2h 14mdirect
Air Canada Logo
4:00 p.m. - 7:29 p.m.YUL-ORD
4h 29m1 stop
C$ 347Air Canada
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Sat, 20 Sep - Mon, 22 Sep
Delta Logo
3:45 p.m. - 11:56 p.m.ORD-YUL
7h 11m1 stop
Delta Logo
6:55 p.m. - 11:54 p.m.YUL-ORD
5h 59m1 stop
C$ 365Delta
Find Deal
Thu, 9 Oct - Sun, 12 Oct
Air Canada Logo
8:25 p.m. - 1:50 a.m.ORD-YUL
4h 25m1 stop
Air Canada Logo
8:20 a.m. - 9:51 a.m.YUL-ORD
2h 31mdirect
C$ 375Air Canada
Find Deal
Expert advice

Expert advice for your flight from Chicago to Montreal

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
ORD

Security lines at ORD can exceed 30 minutes during peak times. Arrive early to ensure a smooth departure.

Read more about ORDby Stefanie Waldek
YUL

Use the ArriveCAN app at YUL for a faster customs process. It offers a special queue for app users.

Read more about YULby Mark Stachiew
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Mark Stachiew

Mark Stachiew

Expert on YUL

Mark Stachiew

Mark Stachiew

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Read more
Booking Insights

KAYAK's insights & trends for Chicago to Montreal flights

Get data-powered insights and trends into flights from Chicago to Montreal to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Montreal?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Montreal, look for departures on Mondays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Montreal, Friday is the cheapest day to fly and Monday is the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport is September, where tickets cost C$ 400 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is C$ 809 and C$ 672 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of C$ 282, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport, you should book around 3 weeks before departure, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Find deals

Good to know

Low seasonFebruary
Cheapest flightC$ 104
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago to Montreal

When to book flights from Chicago to Montreal

Are your dates flexible? Find out the best times to travel from Chicago to Montreal based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Montreal flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport was C$ 75 for a one-way ticket and C$ 196 for a round-trip.

  • Which airports will I be using when flying from Chicago to Montreal?

    Chicago airport is called Chicago O'Hare Intl and the only airport in Montreal is Montreal Pierre Elliott Trudeau Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Montreal?

    Air Canada, American Airlines, United Airlines, Finnair, and Air France offer inflight Wi-Fi service on the Chicago to Montreal flight route.

  • Which aircraft models fly most regularly from Chicago to Montreal?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Montreal flight route.

  • Which airline alliances offer flights from Chicago to Montreal?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Montreal, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Montreal?

    There are direct flights from Chicago to Montreal on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Montreal?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Montreal.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Montreal?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Montreal from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Montreal?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Montreal with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Montreal?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Montreal from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 264 or less one-way and C$ 257 or less round-trip.

Prefer to fly direct from Chicago to Montreal?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Montreal Pierre Elliott Trudeau Intl.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Montreal Pierre Elliott Trudeau Intl

Monday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Tuesday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Wednesday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Thursday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Friday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Saturday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

Sunday

ANA,Air Canada,Air New Zealand, +8 more

ANA,Air Canada, +9 more

See more nonstop flights

Direct returns

Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl

Monday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

Tuesday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

Wednesday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

Thursday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

Friday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

Saturday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

Sunday

ANA,Air Canada,Air New Zealand, +10 more

ANA,Air Canada, +11 more

See more nonstop flights

Reviews of the top airline flying from Chicago to Montreal

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Montreal. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Montreal? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 10000 reviews
6.3Food
6.8Entertainment
7.3Boarding
7.8Crew
7.1Comfort
Airline reviews

Air Canada is my new fave airline..I plan to use when I can. No complaints at all just rave compliments for the staff and airline.

10.0 ExcellentAnonymous, Aug 2025AUS - YUL
Read more Air Canada reviews

Air Canada is my new fave airline..I plan to use when I can. No complaints at all just rave compliments for the staff and airline.

Strike pissed me n stranded in middle of no where

No paper towels in bathroom. Aisle seat difficult to get out of Other than those, excellent service

Plane was packed but flew on-time, and the comfort level was great! All planes are a bit cramped, but the in flight entertainment was superb, snacks were nice, and the crew was polite. Got into Calgary on schedule...all we could ask for

All good but I could barely get my arms and legs into the room in front of me. Have never been so cramped before. Plane left the gate on time, taxied very quickly and took off without waiting. Unique. Arrival on time. No problem

I had a good experience. I liked being informed about the status of my luggage

I am very tall. All airline seats are a bit uncomfortable.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

The plane is too cramped! Zero leg room and when the person in front of me put their seat back they were basically laying in my lap.

They canceled my flight and then refused to reschedule me on another flight. I had to take a train. No compensation. I won't use Air Canada again.

Everything you need to know for your flight from Chicago to Montreal

Information on your arrival and departure airports

Chicago (ORD)
Pierre Elliott Trudeau Intl (YUL)

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