ORD - YUL

C$ 207 Find Cheap Flights from Chicago to Montreal – Compare and Save

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 24/12. 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, 0 bags

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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
C$ 365
Typical prices: C$ 260-C$ 876
Air Canada
Sun 1/11Sun 1/11
ORD - YUL • 1 stop
Cheapest direct flights
C$ 436
Typical prices: C$ 511-C$ 715
Air Canada
Sun 26/7Fri 31/7
ORD - YUL • Direct
Top airlines
Cheapest • from C$ 365 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
You can fly direct with Air Canada, American Airlines, and United Airlines. Average duration is 2h 24m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 4 weeks in advance save around 56% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Montreal!
Flight Deals
Booking Insights
Expert advice
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

Sun, 1 Nov - Sun, 1 Nov
Air Canada Logo
8:45 a.m. - 3:25 p.m.
ORD
-
YUL
5h 40m
1 stop
Air Canada Logo
6:10 p.m. - 7:52 p.m.
YUL
-
ORD
2h 42mdirect
C$ 365Air Canada
Fri, 10 Jul - Fri, 10 Jul
Air Canada Logo
11:05 a.m. - 2:23 p.m.
ORD
-
YUL
2h 18mdirect
Air Canada Logo
4:30 p.m. - 8:29 p.m.
YUL
-
ORD
4h 59m
1 stop
C$ 390Air Canada
Mon, 2 Nov - Tue, 3 Nov
Air Canada Logo
2:00 p.m. - 9:45 p.m.
ORD
-
YUL
6h 45m
1 stop
Air Canada Logo
9:25 a.m. - 11:07 a.m.
YUL
-
ORD
2h 42mdirect
C$ 395Air Canada
Wed, 7 Oct - Sun, 11 Oct
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
ORD
-
YUL
3h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
ORD
5h 00m
1 stop
C$ 407Porter Airlines
Thu, 3 Sep - Mon, 7 Sep
Porter Airlines Logo
3:20 p.m. - 10:10 p.m.
ORD
-
YUL
5h 50m
1 stop
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.
YUL
-
ORD
5h 30m
1 stop
C$ 412Porter Airlines
Thu, 10 Sep - Sun, 13 Sep
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
ORD
-
YUL
3h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
ORD
5h 00m
1 stop
C$ 417Porter Airlines
Fri, 9 Oct - Mon, 12 Oct
Porter Airlines Logo
11:45 a.m. - 6:10 p.m.
ORD
-
YUL
5h 25m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
ORD
5h 00m
1 stop
C$ 419Porter Airlines
Wed, 2 Sep - Wed, 9 Sep
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
ORD
-
YUL
3h 50m
1 stop
Porter Airlines Logo
10:35 a.m. - 2:35 p.m.
YUL
-
ORD
5h 00m
1 stop
C$ 420Porter Airlines
Tue, 1 Sep - Fri, 4 Sep
Porter Airlines Logo
3:20 p.m. - 8:10 p.m.
ORD
-
YUL
3h 50m
1 stop
Porter Airlines Logo
6:30 a.m. - 11:00 a.m.
YUL
-
ORD
5h 30m
1 stop
C$ 422Porter Airlines
Sat, 10 Oct - Thu, 15 Oct
Porter Airlines Logo
11:45 a.m. - 6:10 p.m.
ORD
-
YUL
5h 25m
1 stop
Porter Airlines Logo
6:30 a.m. - 2:35 p.m.
YUL
-
ORD
9h 05m
1 stop
C$ 424Porter Airlines
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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport departing in November.

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 Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Montreal, Thursday is the cheapest day to fly and Sunday 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 February, where tickets cost C$ 363 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is C$ 674 and C$ 654 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$ 448, 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 4 weeks before departure, which saves you about 56% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Montreal

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

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.

Mark Stachiew

Mark Stachiew

Expert on YUL

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.

Good to know

Low seasonJanuary
Cheapest flightC$ 207
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 10% 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.

Flights from Chicago to Montreal: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from Chicago to Montreal 
ScottFlew with Air CanadaJun 2026
Make sure you have enough time between connecting flights so ½ of your baggage doesn't miss the flight and take another 24hrs to show up
valerieFlew with Air CanadaJan 2025
“Meal” usually means more than a light snack. I thought what they served was an appetizer not the total meal. So I’d eat before or bring food.

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 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Montreal Pierre Elliott Trudeau Intl Airport was C$ 207 for a one-way ticket and C$ 365 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?

    All the following airlines offer inflight Wi-Fi service on the Chicago to Montreal flight route: Air Canada, American Airlines, United Airlines, Porter Airlines, Finnair, Iberia, and British Airways.

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

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

  • Which airline alliances offer flights from Chicago to Montreal?

    Star Alliance is the only airline alliance operating flights between Chicago and Montreal.

  • 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$ 244 or less one-way and C$ 247 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

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more nonstop flights

Direct returns

Montreal Pierre Elliott Trudeau Intl to Chicago O'Hare Intl

Monday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 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 11269 reviews
7.8Crew
7.3Boarding
6.8Entertainment
6.3Food
7.1Comfort
Airline reviews

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

8.0 ExcellentScott, Jun 2026
ORD - YUL
Read more Air Canada reviews

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

Very bad, flight was cancelled due to strike and staff was unable to rebook us

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.

it was good but would be better if there were more clear directions as to how to clear or circumvent customs in Montreal.

For such a long flight they should offer tea or coffee in between two meals.

Tout était bien, comme pour la plupart des compagnies aériennes, le seul bémol était leurs système de divertissement qui a cessé de fonctionner en plein milieu du vol. Un peu décevant surtout quand il reste encore 2h de vol.

I did not like the heavy traffic to fly out of O'Hare. I had troubles checking-in. United app refused to accept my passport so I had to check-in at the airport. I had to check a bag but United could not read my credit card, so I had to buy a Visa debit card to pay for the luggage. It costed me an additional $6,00

We were group 5 to board… they got to group 3 or 4 and it seemed like everyone was boarding. But being rule abiding citizens, we waited until we asked and their answer was “oh, everyone just started coming.” We said passive aggressively “thanks for announcing that.” And then they finally said “boarding all zones.” We had seats near the front so by the time we finally boarded, the overhead bins in the front were full and we had very delicate ultralight backpacks we can’t check.

The flight was delayed five times and then cancelled. Initial communications about what to do were quite unclear.

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

Information on your arrival and departure airports