YUL - ORD

$100 Find Cheap Flights from Montreal to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montreal to O'Hare Intl departing on 5/20. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montreal to Chicago, 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 Montreal to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$186
Overall average: $344
Air Canada
Thu 5/21Sun 5/24
YUL - ORD • Non-stop
Cheapest non-stop
$199
Typical prices: $287-$582
Air Canada
Mon 3/9Mon 3/16
YUL - ORD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
United's Economy Plus offers extra legroom for comfort.
Avoid the 6am flight due to security opening times.
Expert advice
Expert advice
+1
+1
Expert advice
Expert advice
+1
Top airlines
Air Canada
Cheapest • from $186 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
6 weeks
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 52% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 14% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Montreal to O'Hare Intl (YUL-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montreal to O'Hare Intl 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 Montreal to O'Hare Intl

Thu, May 21 - Sun, May 24
Air Canada Logo
6:30 pm - 8:08 pm
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
8:45 am - 12:00 pm
ORD
-
YUL
2h 15mnonstop
$186Air Canada
Thu, Feb 19 - Sat, Feb 21
United Airlines Logo
7:00 am - 11:38 am
YUL
-
ORD
5h 38m
1 stop
United Airlines Logo
1:02 pm - 7:48 pm
ORD
-
YUL
5h 46m
1 stop
$199United Airlines
Sun, Feb 15 - Sun, Feb 22
American Airlines Logo
7:30 am - 12:05 pm
YUL
-
ORD
5h 35m
1 stop
American Airlines Logo
8:23 am - 3:22 pm
ORD
-
YUL
5h 59m
1 stop
$200American Airlines
Thu, Feb 19 - Fri, Feb 20
United Airlines Logo
4:45 pm - 6:45 pm
YUL
-
ORD
3h 00mnonstop
United Airlines Logo
10:00 am - 7:48 pm
ORD
-
YUL
8h 48m
1 stop
$205United Airlines
Tue, Feb 17 - Mon, Feb 23
Delta Logo
6:00 am - 1:20 pm
YUL
-
ORD
8h 20m
1 stop
Delta Logo
5:37 pm - 11:10 pm
ORD
-
YUL
4h 33m
1 stop
$206Delta
Tue, Jun 2 - Fri, Jun 5
Air Canada Logo
8:15 am - 9:53 am
YUL
-
ORD
2h 38mnonstop
Air Canada Logo
8:45 am - 12:00 pm
ORD
-
YUL
2h 15mnonstop
$207Air Canada
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
3:45 pm - 5:44 pm
YUL
-
ORD
2h 59mnonstop
American Airlines Logo
6:40 am - 3:22 pm
ORD
-
YUL
7h 42m
1 stop
$209American Airlines
Fri, Feb 13 - Mon, Feb 16
United Airlines Logo
2:13 pm - 11:43 pm
YUL
-
ORD
10h 30m
1 stop
United Airlines Logo
1:02 pm - 7:48 pm
ORD
-
YUL
5h 46m
1 stop
$210United Airlines
Wed, Feb 18 - Sun, Feb 22
United Airlines Logo
9:15 am - 6:41 pm
YUL
-
ORD
10h 26m
1 stop
United Airlines Logo
10:35 am - 2:00 pm
ORD
-
YUL
2h 25mnonstop
$211United Airlines
Sat, Feb 21 - Sun, Feb 22
United Airlines Logo
2:13 pm - 11:43 pm
YUL
-
ORD
10h 30m
1 stop
United Airlines Logo
8:50 am - 7:48 pm
ORD
-
YUL
9h 58m
1 stop
$212United Airlines
Booking Insights

KAYAK's insights & trends for Montreal to O'Hare Intl flights

Get data-powered insights and trends into flights from Montreal to O'Hare Intl 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 Montreal to Chicago O'Hare Airport?

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare 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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport is April, where tickets cost $303 (return) on average. On the other hand, the most expensive months are July and October, where the average cost of round-trip tickets is $420 and $399 respectively.

Can I save money by flying with a layover from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare 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 $265, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare 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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare 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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport, you should book around 6 weeks before departure, which saves you about 52% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Expert advice

Expert advice for your flight from Montreal to O'Hare Intl

 
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 Air Canada, United Airlines and 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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Brandon Schultz

Brandon Schultz

Expert on YUL

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low seasonDecember
Cheapest flight$100
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Montreal to Chicago O'Hare Airport

When to book flights from Montreal to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Montreal to O'Hare Intl 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 Montreal to O'Hare Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Montreal to O'Hare Intl 
Steven AnthonyFlew with United AirlinesAug 2024
Don't take the 6am flight. Airport security and customs only open at 430am. So if you show up the recommended 3 hours before, you're waiting in line for nothing
Verified travelerFlew with United AirlinesApr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment

FAQs for booking Montreal to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport was $114 for a one-way ticket and $186 for a round-trip.

  • Do I need a passport to fly between Montreal and Chicago O'Hare Airport?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Montreal and on arrival in Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Montreal to Chicago O'Hare Airport?

    Air Canada, American Airlines, United Airlines, Delta, and WestJet offer inflight Wi-Fi service on the Montreal to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Montreal to Chicago O'Hare Airport?

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

  • Which airline alliances offer flights from Montreal to Chicago O'Hare Airport?

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

  • On which days can I fly direct from Montreal to Chicago O'Hare Airport?

    There are nonstop flights from Montreal to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Montreal to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Montreal to Chicago are United Airlines and American Airlines. With an average price for the route of $380 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $399 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Montreal to Chicago O'Hare Airport?

    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 Montreal to Chicago O'Hare Airport.

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

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

  • What is the Hacker Fare option on flights from Montreal to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Montreal with another airline. Booking your flights between Montreal and ORD can sometimes prove cheaper using this method.

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

    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 Chicago O'Hare Airport from Montreal 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 Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $222 or less one-way and $318 or less round-trip.

Prefer to fly direct from Montreal to Chicago O'Hare Airport?

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

Direct departures

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 direct flights

Direct returns

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 direct flights

Reviews of the top 3 airlines serving from Montreal to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Montreal to Chicago. 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 Montreal to O'Hare Intl? 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.
7.4
United AirlinesOverall score based on 9198 reviews
6.6Food
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
Airline reviews

I so appreciate the crew members on each flight of United. They are outstanding.

10.0 ExcellentBetty, Jan 2026
GRU - ORD
Read more United Airlines reviews

I so appreciate the crew members on each flight of United. They are outstanding.

Reliable, nice crew, I fly often on that flight and I like it all.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

An international flight on an apron is pretty unusual in my 40 years of traveling. Departure delay. Luggage despite over an hour connection did not make it to the flight. Actually still in Germany. My luggage was not moved until I reached my final destination despite knowing it to be left in Germany upon my arrival in Chicago. The service left me a little off, both going and returning from Europe. Light on in the cabin even during a night flight and lots of traffic no matter what. Maybe passengers want more service? As a frequent traveler i just want to be able to sleep, the food will be better at the destination anyway. So since the cabin crew woke me up I asked for a cocktail, I did not get the best response although sitting in row 20 premium economy. I usually fly premium economy or business and my 2 flight to Europe in 2025 with United both had luggage delays and other minor issues. American flights to Australia, Canada and Europe went smoothly and Premium plus feels very much like business light. Is United Club becoming a waste and Silver/Gold levels another waste??

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

They are very proactive and made our boarding easy and always notified us about any changes well in advance.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

It was crazy, boarded over a hour late from scheduled departure. Then when arrived in BNA issued with getting off the plane…over 1/2 hour. Not looking forward to flying Air Canada, ever again.

Great flight. Only complaint is it took over an hour for my luggage to get to the carousel on the return to LAX That was irritating

1 hour late No hot drinks No restroom in the back of the plane

I had wonderful wheelchair assistance through the Montreal airport onto the flight. Air Canada was excellent in this both at the Fredericton airport and the Montreal one where an attendant helped us through customs as well as transport and baggage security.

Everything you need to know for your flight from Montreal to O'Hare Intl

Information on your arrival and departure airports