Cheap Flights from Montreal (YUL) to Chicago (ORD)

View AU$249 flight on Wed, 20 May 2026Opens in a new window

Popular airlines from Trudeau International Airport (YUL) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from Montreal (YUL) to Chicago (ORD)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, 9 June - Tue, 16 June
YUL
Montreal
ORD
Chicago
AU$422 Return, found 4 days ago
AU$422
Return
found 4 days ago
Select Air Canada flight, departing Tue, 9 June from Montreal to Chicago, returning Tue, 16 June, priced at AU$422 found 4 days ago
Delta
Thu, 11 June - Thu, 18 June
YUL
Montreal
ORD
Chicago
AU$430 Return, found 3 days ago
AU$430
Return
found 3 days ago
Select Delta flight, departing Thu, 11 June from Montreal to Chicago, returning Thu, 18 June, priced at AU$430 found 3 days ago
Air Canada
Tue, 9 June - Tue, 16 June
YUL
Montreal
ORD
Chicago
AU$434 Return, found 4 days ago
AU$434
Return
found 4 days ago
Select Air Canada flight, departing Tue, 9 June from Montreal to Chicago, returning Tue, 16 June, priced at AU$434 found 4 days ago
Delta
Thu, 11 June - Thu, 18 June
YUL
Montreal
ORD
Chicago
AU$444 Return, found 3 days ago
AU$444
Return
found 3 days ago
Select Delta flight, departing Thu, 11 June from Montreal to Chicago, returning Thu, 18 June, priced at AU$444 found 3 days ago
Air Canada
Tue, 9 June - Tue, 16 June
YUL
Montreal
ORD
Chicago
AU$446 Return, found 4 days ago
AU$446
Return
found 4 days ago
Select Air Canada flight, departing Tue, 9 June from Montreal to Chicago, returning Tue, 16 June, priced at AU$446 found 4 days ago
Air Canada
Tue, 9 June - Tue, 16 June
YUL
Montreal
ORD
Chicago
AU$456 Return, found 4 days ago
AU$456
Return
found 4 days ago
Select Air Canada flight, departing Tue, 9 June from Montreal to Chicago, returning Tue, 16 June, priced at AU$456 found 4 days ago
Porter Airlines
Thu, 10 Sept - Fri, 11 Sept
YUL
Montreal
ORD
Chicago
AU$457 Return, found 5 days ago
AU$457
Return
found 5 days ago
Select Porter Airlines flight, departing Thu, 10 Sept from Montreal to Chicago, returning Fri, 11 Sept, priced at AU$457 found 5 days ago
Delta
Thu, 11 June - Thu, 18 June
YUL
Montreal
ORD
Chicago
AU$458 Return, found 3 days ago
AU$458
Return
found 3 days ago
Select Delta flight, departing Thu, 11 June from Montreal to Chicago, returning Thu, 18 June, priced at AU$458 found 3 days ago
United
Tue, 9 June - Tue, 16 June
YUL
Montreal
ORD
Chicago
AU$506 Return, found 4 days ago
AU$506
Return
found 4 days ago
Select United flight, departing Tue, 9 June from Montreal to Chicago, returning Tue, 16 June, priced at AU$506 found 4 days ago
WestJet
Thu, 11 June - Thu, 18 June
YUL
Montreal
ORD
Chicago
AU$683 Return, found 3 days ago
AU$683
Return
found 3 days ago
Select WestJet flight, departing Thu, 11 June from Montreal to Chicago, returning Thu, 18 June, priced at AU$683 found 3 days ago

Frequently asked questions

What is the cheapest month to fly from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
May is typically the cheapest month to fly from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average return fares around 451 AUD. This is about 11% lower than the average price throughout the year. May often sees lower prices as it's just before the peak summer travel season, when demand tends to increase. Other cheap months to fly from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) include April and June.
Which airlines fly direct from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter YUL to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, AA typically offers the lowest fares. AC offers the most daily flights from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When looking for the best time to fly from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll find that May and April are typically the cheapest months, with average return flights around 451 AUD. While October is a popular month for travel, offering plenty of flight options, it's not the cheapest. If you're aiming for the best value, focusing on May or April will help you save on your trip, based on booking data from the past year.
How many flights per day from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When flying from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll find approximately 10 nonstop flights available per day. For even more choice, look at flights that include layovers, as there are around 66 connecting flights per day. Some common connection points include Pearson Intl. (YYZ), Liberty Intl. (EWR), and Philadelphia Intl. (PHL).
What is the earliest flight from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs at approximately 5:00 AM local time, operated by Air Canada. This is a seasonal service active in July, September, October, and November. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Friday, with around 70 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Air Canada, Delta Air Lines, and United Airlines. Friday sees notably more flight options compared to other days of the week.
What are the most popular departure times for flights from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. Around 31% of passengers reckon this time window's best. Heaps of major carriers, including Air Canada, United Airlines and Delta, offer flights during this window. This timing works well because you can get an early start to your travel day and arrive in Chicago with plenty of time for your activities.
How long does it take to fly from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flying nonstop from YUL to ORD takes around 2 hours 50 minutes, with the route covering approximately 746 miles. Flights with a layover typically take 3 hours 30 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for YUL to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Pierre Elliott Trudeau Intl. (YUL)?
From Pierre Elliott Trudeau Intl. (YUL), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like Pearson Intl. (YYZ), Macdonald-Cartier Intl. (YOW), Billy Bishop Toronto City (YTZ) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Pierre Elliott Trudeau Intl.
Destination airport
O'Hare Intl.
Return price
AU$422
Distance
1192 km
Average flight time
1 hour 42 mins

Book with confidence

Your quick guide to flights from Montreal to Chicago

Pick up great flights from Montreal to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Montreal to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Montreal to Chicago that take around hours.

Find cheap flights from Montreal to Chicago

From the great flight deals with prices currently ranging from AU$422 to AU$683, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Montreal to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in June.

Reasons to book your flight from Montreal to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Montreal to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Your quick guide to flights from Montreal to Chicago

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