YUL - CHI

$166 Find Cheap Flights from Montreal to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$281
Typical prices: $270-$455
Air Canada
Mon 10/1Fri 10/5
YUL - ORD • 1 stop
Cheapest non-stop
$283
Typical prices: $283-$468
Air Canada
Sun 11/4Thu 11/8
YUL - ORD • Non-stop
Advice from real travelers
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
+1
Expert advice
+1
Nonstop flights
You can fly direct with Air Canada, United Airlines and American Airlines. Average duration is 2h 45m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 11% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 65% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $189 (round-trip)
Shortest trip • 4h 39m (one-way)
Insights
Insights
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Montreal to Chicago (YUL-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Montreal to Chicago

Thu, Oct 1 - Mon, Oct 5
Air Canada Logo
5:00 am - 9:00 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
5h 00m1 stop Toronto Pearson Intl
Air Canada Logo
2:00 pm - 7:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
4h 45m1 stop Toronto Island
$281Air Canada
Thu, Oct 1 - Mon, Oct 5
Air Canada Logo
4:10 pm - 7:48 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
4h 38m1 stop Toronto Pearson Intl
Air Canada Logo
2:00 pm - 9:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 45m1 stop Toronto Island
$281Air Canada
Wed, Oct 14 - Sat, Oct 17
Porter Airlines Logo
9:00 am - 2:35 pmYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
6h 35m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$281Porter Airlines
Wed, Oct 7 - Wed, Oct 14
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
3:20 pm - 9:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
4h 52m1 stop Toronto Island
$282Porter Airlines
Fri, Oct 23 - Mon, Oct 26
Air Canada Logo
7:30 am - 1:23 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
6h 53m1 stop Toronto Pearson Intl
Air Canada Logo
1:55 pm - 9:45 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 50m1 stop Toronto Island
$282Air Canada
Fri, Oct 2 - Sun, Oct 4
Porter Airlines Logo
6:30 am - 11:00 amYUL  Montreal Pierre Elliott Trudeau Intl-MDW Chicago Midway
5h 30m1 stop Toronto Island
Porter Airlines Logo
11:45 am - 6:12 pmMDW  Chicago Midway-YUL Montreal Pierre Elliott Trudeau Intl
5h 27m1 stop Toronto Island
$282Porter Airlines
Tue, Dec 1 - Tue, Dec 15
American Airlines Logo
12:10 pm - 2:15 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 05mnonstop
American Airlines Logo
6:29 am - 12:23 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
4h 54m1 stop Philadelphia
$294American Airlines
Thu, Sep 24 - Sun, Sep 27
American Airlines Logo
12:31 pm - 2:11 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 40mnonstop
American Airlines Logo
5:00 am - 12:26 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
6h 26m1 stop Philadelphia
$294American Airlines
Tue, Dec 15 - Tue, Dec 22
United Airlines Logo
4:45 pm - 6:46 pmYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
3h 01mnonstop
United Airlines Logo
5:00 am - 9:42 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
15h 42m1 stop Newark
$336United Airlines
Tue, Oct 20 - Tue, Oct 20
United Airlines Logo
9:45 am - 11:21 amYUL  Montreal Pierre Elliott Trudeau Intl-ORD Chicago O'Hare Intl
2h 36mnonstop
United Airlines Logo
2:01 pm - 5:30 pmORD  Chicago O'Hare Intl-YUL Montreal Pierre Elliott Trudeau Intl
2h 29mnonstop
$336United Airlines
Booking Insights

Price, demand and travel trends for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago with more confidence.

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

Round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago start at $281. Prices are typical for this route right now, with typical round-trip fares ranging from $270 to $455. The lowest price found in the past 5 days was $281 on Air Canada.

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

Montreal Pierre Elliott Trudeau Intl Airport (YUL) to Chicago Midway Airport (MDW) is the cheapest Montreal Pierre Elliott Trudeau Intl Airport to Chicago route, averaging $285 round-trip. Other Montreal Pierre Elliott Trudeau Intl Airport to Chicago routes average $356, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

Thursday is the cheapest day of the week to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago, it is 6% cheaper than the average day. Monday is the most expensive day with flight prices 23% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • March and April are the cheapest months to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago at $283 round-trip.
  • October ($387) and December ($386) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 36% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago the cheapest?

Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago are cheapest 26 weeks before departure. Booking in this window typically costs about 65% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Montreal to Chicago

 
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.

Key details for Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights

Low season

February

Cheapest flight

$166
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago O'Hare Intl 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

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 
Steven AnthonyFlew with United Airlines-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-Apr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment

Your Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • Which airlines offer extra legroom and free seat selection on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights?

    Among airlines operating Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights:

    • Air Canada: offers extra legroom; offers free seat selection
    • United Airlines: offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    3 airlines operate flights between Montreal Pierre Elliott Trudeau Intl Airport and Chicago. The airlines offering nonstop flights on this route include:

    • Air Canada
    • United Airlines
    • American Airlines

  • Which airports can I use when flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago usually depart from Montreal Pierre Elliott Trudeau Intl (YUL) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Air Canada: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Lufthansa: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Three cabin classes are available on flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago:

    • Economy Class
    • Business Class
    • First Class

  • How much can I save by taking a layover when flying from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $189 round-trip via Philadelphia (PHL), compared to $360 for nonstop.

  • What is the standard checked-bag allowance on flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago pass through?

    One-stop flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago most commonly connect through:

    • Toronto Island (YTZ) - 85% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 7% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 7% of one-stop connections
    • New York LaGuardia (LGA) - 0% of one-stop connections

    Toronto Island (YTZ) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Yes. Being flexible with your travel dates can save you up to 24% on the Montreal Pierre Elliott Trudeau Intl Airport to Chicago route. Thursday is the cheapest departure day at $327 round-trip on average, while Monday is the most expensive at $430, a difference of $103. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Montreal Pierre Elliott Trudeau Intl Airport to Chicago spread across the day?

    Morning is the busiest departure period on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights, with 38% of flights leaving in that window. Afternoon departures account for 37%, evening flights for 25%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    These are the earliest and latest flight times available from Montreal Pierre Elliott Trudeau Intl Airport to Chicago:

    • Earliest: departs at 6:00 am and lands at 8:45 am
    • Latest: departs at 6:30 pm and lands at 9:15 pm.

    The flight takes about 2h 45m.

  • How expensive are last-minute Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 63% above the route average of $347. Book 26 weeks before departure for the lowest fares.

  • How long is a flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    A nonstop flight from Montreal Pierre Elliott Trudeau Intl Airport to Chicago takes 2h 45m, covering 735 miles.

  • Do I need a passport to fly from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $281 to $1,426. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Montreal Pierre Elliott Trudeau Intl Airport to Chicago looking right now?

    One-way fares from Montreal Pierre Elliott Trudeau Intl Airport to Chicago are currently lower than usual. Average one-way flight prices are about $175, which is 27% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Montreal Pierre Elliott Trudeau Intl Airport to Chicago?

    Flying via Toronto Island (YTZ) gives the shortest average 1-stop total travel time at 4h 39m, compared with 4h 54m via Toronto Pearson Intl (YYZ) and 4h 54m via Philadelphia (PHL).

  • What is the time difference between Montreal Pierre Elliott Trudeau Intl Airport and Chicago?

    Chicago is 1 hour behind Montreal Pierre Elliott Trudeau Intl Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Montreal Pierre Elliott Trudeau Intl Airport to Chicago flight?

    Round-trip flights from Montreal Pierre Elliott Trudeau Intl Airport to Chicago range from $270 to $455, with an average of $347 over the past 12 months. Anything below $270 counts as a good deal.

  • Which airlines offer Wi-Fi on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights?

    Four airlines offer in-flight Wi-Fi on Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights:

    • • Air Canada
    • • United Airlines
    • • American Airlines
    • • Finnair

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Montreal Pierre Elliott Trudeau Intl Airport to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Monday. On this route, Thursday flights average $327 - about $103 less than Monday (24% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 65% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Montreal Pierre Elliott Trudeau Intl Airport to Chicago trip for March. Fares historically average $283 round-trip in that month - typically $104 less than the most expensive month, which is October (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Philadelphia Airport (PHL) can be cheaper than flying direct. The cheapest layover option averages $189 round-trip on this route - about $171 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel
  • If you will be parking your car at Montreal-Trudeau International Airport (YMQ), there are several options to choose from. Several offsite economy lots charge around C$ 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?

 
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

More options for your flight from Montreal to Chicago

Complete your trip to Chicago with a hotel stay or car rental