YUL - CHI

$165 Find Cheap Flights from Montreal to Chicago - 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 Montreal to Chicago departing on 8/25. 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.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$266
Typical prices: $276-$315
Porter Airlines
Thu 8/20Tue 8/25
YUL - MDW • 1 stop
Cheapest non-stop
$277
Typical prices: $291-$432
Air Canada
Thu 9/10Mon 9/14
YUL - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
United Economy Plus adds up to 6 inches more legroom than standard economy.
American Main Cabin Extra adds early boarding; download its app for entertainment.
Expert advice
Expert advice
+1
+1
Expert advice
Expert advice
+1
Nonstop flights
Every day
You can fly direct with Air Canada, American Airlines and United Airlines. Average duration is 2h 38m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
YUL
-
ORD
Cheapest
YUL
-
ORD
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Philadelphia (PHL)
Cheapest • Avg $189 (round-trip)
Toronto (YTZ)
Shortest trip • 4h 24m (one-way)
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 58% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 17% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Montreal to Chicago (YUL-CHI)

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

Thu, Aug 20 - Tue, Aug 25
Porter Airlines Logo
6:30 am - 9:45 am
YUL
-
MDW
4h 15m
1 stop
Porter Airlines Logo
10:25 am - 6:10 pm
MDW
-
YUL
6h 45m
1 stop
$266Porter Airlines
Wed, Sep 2 - Tue, Sep 8
Porter Airlines Logo
10:35 am - 2:35 pm
YUL
-
MDW
5h 00m
1 stop
Porter Airlines Logo
11:45 am - 6:12 pm
MDW
-
YUL
5h 27m
1 stop
$269Porter Airlines
Wed, Sep 2 - Tue, Sep 8
Porter Airlines Logo
6:30 am - 11:00 am
YUL
-
MDW
5h 30m
1 stop
Porter Airlines Logo
11:45 am - 6:12 pm
MDW
-
YUL
5h 27m
1 stop
$269Porter Airlines
Tue, Sep 8 - Tue, Sep 15
Air Canada Logo
8:40 am - 10:15 am
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
7:25 am - 1:45 pm
ORD
-
YUL
5h 20m
1 stop
$270Air Canada
Tue, Sep 8 - Tue, Sep 15
Air Canada Logo
4:30 pm - 8:41 pm
YUL
-
ORD
5h 11m
1 stop
Air Canada Logo
7:25 am - 1:45 pm
ORD
-
YUL
5h 20m
1 stop
$275Air Canada
Thu, Sep 10 - Mon, Sep 14
Air Canada Logo
8:40 am - 10:15 am
YUL
-
ORD
2h 35mnonstop
Air Canada Logo
11:05 am - 2:20 pm
ORD
-
YUL
2h 15mnonstop
$277Air Canada
Tue, Aug 18 - Tue, Aug 25
United Airlines Logo
9:45 am - 11:21 am
YUL
-
ORD
2h 36mnonstop
United Airlines Logo
2:01 pm - 5:30 pm
ORD
-
YUL
2h 29mnonstop
$286United Airlines
Tue, Aug 18 - Wed, Aug 26
United Airlines Logo
9:45 am - 11:21 am
YUL
-
ORD
2h 36mnonstop
United Airlines Logo
2:01 pm - 5:30 pm
ORD
-
YUL
2h 29mnonstop
$286United Airlines
Tue, Aug 25 - Wed, Aug 26
American Airlines Logo
5:34 pm - 7:19 pm
YUL
-
ORD
2h 45mnonstop
American Airlines Logo
5:00 am - 12:27 pm
ORD
-
YUL
6h 27m
1 stop
$305American Airlines
Fri, Sep 4 - Sun, Sep 6
American Airlines Logo
5:34 pm - 7:19 pm
YUL
-
ORD
2h 45mnonstop
American Airlines Logo
8:19 am - 3:29 pm
ORD
-
YUL
6h 10m
1 stop
$310American Airlines
Booking Insights

KAYAK's insights & trends for Montreal to Chicago flights

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

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

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

Flight prices are below average for this route right now.

Flights to Chicago from Montreal Pierre Elliott Trudeau Intl Airport usually cost between $315 and $410 in August.
The lowest price found in the past 5 days was $266 on Porter Airlines (Aug 20-Aug 25).

What is the cheapest Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago costs $212 on the route between Montreal Pierre Elliott Trudeau Intl Airport (YUL) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

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

When flying from Montreal to Chicago, you should consider leaving on a Thursday and avoid Mondays if you are looking for the best rates. For your return to Montreal, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

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, 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 is April, where tickets cost $275 (return) on average. On the other hand, the most expensive months are October and July, where the average cost of round-trip tickets is $384 and $378 respectively.

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

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 $349, 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?

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, 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, you should book around 5 weeks before departure, which saves you about 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

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Expert advice

Expert advice for your flight from Montreal to Chicago

 
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
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.

Read more
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.

Read more
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.

Read more

Good to know

Low season

January

Cheapest flight

$165
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Montreal to Chicago Midway Airport

When to book flights from Montreal to Chicago

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

Insights shared by verified travelers who flew the route from Montreal to Chicago 
Learn how KAYAK collects reviews and tips from users.
Steven AnthonyFlew with United Airlines
YUL
-
ORD
Aug 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 Airlines
YUL
-
ORD
Apr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment

FAQs for booking Montreal to Chicago flights

  • Are there public transportation options to get from Chicago O'Hare International Airport to Downtown Chicago?

    The Chicago Transit Authority offers their Blue Line train service to get from the airport to Downtown Chicago. The train runs 24h a day and includes more frequent service during morning and evening rush-hour periods. Each terminal building has a pedestrian tunnel that connects to the train station at the airport with plenty of signage marking the location of the tunnel and the station.

  • Are there direct flights between Montreal-Trudeau International Airport (YMQ) and Chicago O’Hare International Airport (ORD)?

    While there are currently no nonstop flights between these two cities, Air Canada offers one-stop service with a layover in Toronto International Airport, and United Airlines offers one-stop service with a layover in Newark International Airport.

  • Are there hotels near Chicago O'Hare International Airport (ORD)?

    If you’re looking to stay near the airport, the Hilton Chicago O'Hare Airport is right on the airport property, which allows you an easy walk to the terminal building before and after flights.

  • Is there public transportation available from the city center to Montreal-Trudeau International Airport (YMQ)?

    The bus 747 runs 24h a day, 365 days a year between the Montreal-Trudeau Airport and Downtown Montreal, on the corner of Berri and Sainte-Catherine. The travel time is around 45min and the fare to ride it is around C$ 10.

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

    In the last 5 days, the lowest price for a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago was $165 for a one-way ticket and $266 for a round-trip.

  • Do I need a passport to fly between Montreal and Chicago?

    A passport is required to fly from Montreal to Chicago.

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

    Montreal is served by only 1 airport and there are 2 airports in Chicago. You will leave Montreal from Montreal Pierre Elliott Trudeau Intl and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

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

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

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

  • Which airline alliances offer flights from Montreal to Chicago?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Montreal to Chicago are Porter Airlines and United Airlines. With an average price for the route of $383 and an overall rating of 8.0, Porter Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $341 and an overall rating of 7.4.

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to Montreal with another airline.

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

    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 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

  • Looking for a cheap flight? 25% of our users found flights on this route for $232 or less one-way and $410 or less round-trip.
  • If you will be parking your car at Montreal-Trudeau International Airport (YMQ), there are several options to choose from. Several offsite economy lots charge around C$ 25 per day for parking and offer shuttle service to the airport. If it is the middle of winter and you want to keep your car out of the elements, there is indoor parking available at the airport for around C$ 40 per day.
  • If someone is picking you up at Chicago O'Hare International Airport (ORD), they can do so at the outermost curb at the lower level of the airport. There is no parking at any time in these locations and if drivers need to wait for you the best option for them is to wait in the cell phone lot. Drivers can wait in the cell phone lot free of charge.
  • If you’re traveling with little ones, Montreal-Trudeau International Airport offers several specialized services for families with children. This includes priority queues at security screening checkpoints, several play areas located throughout the airport for children, as well as nursing rooms that can be found in most restrooms.
  • Are you looking to rent a car at Chicago O'Hare International Airport? The airport offers all major rental car companies at their offsite Multi-Modal facility. There's a 24h shuttle available curbside from the lower level of the airport, just outside the baggage claim area.
  • If you want to pick up a quick bite to eat before your flight to Chicago O’Hare, the Montreal-Trudeau International Airport offers several options. These include the signature coffees of Java U, the bagel creations MTL Bagel, as well as the craft pizzas found at YUL Pizza.

Prefer to fly direct from Montreal to Chicago?

 
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.
Find which airlines fly direct from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Montreal Pierre Elliott Trudeau Intl to Chicago

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 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

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

Information on your arrival and departure airports

Montreal (YUL)