$133 Cheap Flights from Montreal (YUL) to Chicago (ORD)

View $133 flight on Sun, Feb 8, 2026Opens in a new window

Popular airlines from Montreal–Trudeau Intl. Airport (YUL) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Montreal to Chicago (YUL-ORD)

Prices were available within the past 7 days and start at $133 for one-way flights and $172 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Feb 6 - Sun, Feb 8
YUL
Montreal
ORD
Chicago
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Feb 6 from Montreal to Chicago, returning Sun, Feb 8, priced at $172 found 2 days ago
Air Canada
Sat, Feb 7 - Sat, Feb 14
YUL
Montreal
ORD
Chicago
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sat, Feb 7 from Montreal to Chicago, returning Sat, Feb 14, priced at $175 found 3 days ago
Air Canada
Wed, Feb 11 - Sun, Feb 15
YUL
Montreal
ORD
Chicago
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Feb 11 from Montreal to Chicago, returning Sun, Feb 15, priced at $195 found 3 days ago
Air Canada
Sat, Feb 7 - Thu, Feb 26
YUL
Montreal
ORD
Chicago
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Feb 7 from Montreal to Chicago, returning Thu, Feb 26, priced at $196 found 2 days ago
Delta
Fri, Feb 6 - Sun, Feb 8
YUL
Montreal
ORD
Chicago
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Feb 6 from Montreal to Chicago, returning Sun, Feb 8, priced at $197 found 2 days ago
Delta
Sun, Feb 1 - Tue, Feb 3
YUL
Montreal
ORD
Chicago
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Feb 1 from Montreal to Chicago, returning Tue, Feb 3, priced at $205 found 1 day ago
American Airlines
Mon, Feb 2 - Thu, Feb 5
YUL
Montreal
ORD
Chicago
$213 Roundtrip, found 4 days ago
$213
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Feb 2 from Montreal to Chicago, returning Thu, Feb 5, priced at $213 found 4 days ago
Air Canada
Fri, Jan 30 - Mon, Feb 2
YUL
Montreal
ORD
Chicago
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jan 30 from Montreal to Chicago, returning Mon, Feb 2, priced at $217 found 1 day ago
United
Sat, Feb 7 - Sat, Feb 14
YUL
Montreal
ORD
Chicago
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select United flight, departing Sat, Feb 7 from Montreal to Chicago, returning Sat, Feb 14, priced at $231 found 3 days ago
Porter Airlines
Wed, Apr 15 - Sun, Apr 19
YUL
Montreal
ORD
Chicago
$318 Roundtrip, found 4 days ago
$318
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Wed, Apr 15 from Montreal to Chicago, returning Sun, Apr 19, priced at $318 found 4 days ago

Find the cheapest month to fly from Montreal (YUL) to Chicago (ORD)

October is typically the cheapest month to fly

From $163 - $345 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $454
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $454
Flights from Montreal (YUL) to Chicago (ORD)
Origin airport
Pierre Elliott Trudeau Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Roundtrip price
$172
Distance
745 mi
Average flight time
1 hour 53 mins

Montreal to Chicago Flights

The cheapest times to fly from Montreal to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Montreal to Chicago are during the month of February. You can find some of the cheapest flights from Montreal to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Montreal to Chicago

Sunday is one of the best days to book for cheap flights from Montreal to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Montreal to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Montreal to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $133 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Montreal to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Montreal to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $133 or cheap return flight from $172 from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
February is the least expensive month to fly from YUL to ORD. Traveling outside of peak seasons is often the key to landing a great deal.
Which airlines fly direct from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
Take a direct flight with Air Canada and fly straight from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
While prices may vary depending on your travel dates, United Airlines and Air Canada are often frequently picked for flights between Pierre Elliott Trudeau Intl. Airport (YUL) and O'Hare Intl. Airport (ORD). You can also compare carriers on Expedia and use the "Sort by" filter to find the lowest-priced ticket for your YUL to ORD flight.
How many flights per day from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
When departing from Pierre Elliott Trudeau Intl. Airport (YUL), you can choose from an average of 5 daily direct flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
More people fly between YUL and ORD at 9 AM than at any other time. Looking to skip the crowds? Try choosing a quieter departure window and you're likely to save on your ticket as well.
What day of the week has the most flights from YUL to ORD?
If you jet off on a Friday, you'll get the biggest range of choices for flights from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
Pierre Elliott Trudeau Intl. Airport (YUL)'s first flight to O'Hare Intl. Airport (ORD) takes off at approximately 6:00AM UTC-5. With a travel duration of 3h 5m, you'll land at around 8:05AM UTC-6.
How long does it take to fly from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
The average flight time from YUL to ORD is 2 hours and 45 minutes, covering a distance of 750 mi.
What is the best time to fly from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD) route, fly before 3 PM. Later departures have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Pierre Elliott Trudeau Intl. Airport (YUL)?
Compare your flight options from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD). This is the only airport in Chicago you can touch down at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from YUL to ORD are typically more expensive. For the cheapest rates, start searching for flights ahead of time. That being said, if you're flexible with your travel dates, you may score a cheap fare right before you leave.
Is it cheaper to book a YUL to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a YUL to ORD flight and hotel package with Expedia could result in significant savings. What's more, having everything in one place will take the hassle out of planning your trip. Just secure your flights and select from our wide range of hotels, then customize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD)?
Typically, you're able to reschedule or cancel your YUL to ORD flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you'd like further information, head to our Customer Service portal.

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*Available to One Key members.