$130 Cheap Flights from Montreal (YUL) to Chicago (ORD)

View $130 flight on Sat, Jun 7, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Montreal to Chicago (YUL-ORD)

Prices were available within the past 7 days and start at $130 for one-way flights and $205 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, Jul 2 - Sun, Jul 6
YUL
Montreal
ORD
Chicago
$205 Roundtrip, found 23 hours ago
$205
Roundtrip
found 23 hours ago
Select Air Canada flight, departing Wed, Jul 2 from Montreal to Chicago, returning Sun, Jul 6, priced at $205 found 23 hours ago
American Airlines
Fri, Jun 6 - Mon, Jun 30
YUL
Montreal
ORD
Chicago
$205 Roundtrip, just found
$205
Roundtrip
just found
Select American Airlines flight, departing Fri, Jun 6 from Montreal to Chicago, returning Mon, Jun 30, priced at $205 just found
Air Canada
Tue, May 13 - Sat, May 31
YUL
Montreal
ORD
Chicago
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, May 13 from Montreal to Chicago, returning Sat, May 31, priced at $210 found 1 day ago
Air Canada
Wed, Jul 2 - Mon, Jul 28
YUL
Montreal
ORD
Chicago
$210 Roundtrip, found 1 hour ago
$210
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Wed, Jul 2 from Montreal to Chicago, returning Mon, Jul 28, priced at $210 found 1 hour ago
Air Canada
Wed, May 14 - Wed, Jun 4
YUL
Montreal
ORD
Chicago
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, May 14 from Montreal to Chicago, returning Wed, Jun 4, priced at $214 found 1 day ago
Air Canada
Fri, Jul 4 - Sat, Jul 12
YUL
Montreal
ORD
Chicago
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jul 4 from Montreal to Chicago, returning Sat, Jul 12, priced at $215 found 1 day ago
Air Canada
Sat, May 17 - Sun, Jun 1
YUL
Montreal
ORD
Chicago
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, May 17 from Montreal to Chicago, returning Sun, Jun 1, priced at $216 found 1 day ago
United
Sat, May 24 - Thu, May 29
YUL
Montreal
ORD
Chicago
$234 Roundtrip, found 4 hours ago
$234
Roundtrip
found 4 hours ago
Select United flight, departing Sat, May 24 from Montreal to Chicago, returning Thu, May 29, priced at $234 found 4 hours ago
Delta
Thu, Sep 4 - Fri, Sep 5
YUL
Montreal
ORD
Chicago
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Sep 4 from Montreal to Chicago, returning Fri, Sep 5, priced at $234 found 1 day ago
WestJet
Wed, May 21 - Mon, May 26
YUL
Montreal
ORD
Chicago
$334 Roundtrip, just found
$334
Roundtrip
just found
Select WestJet flight, departing Wed, May 21 from Montreal to Chicago, returning Mon, May 26, priced at $334 just found
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, United, WestJet
Roundtrip price
$204
Distance
745 mi

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 July. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $130 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?
You can find cheap return fares from Pierre Elliott Trudeau Intl. Airport (YUL) to O’Hare Intl. Airport (ORD) starting from $243. Reserve your seat and set off on your next adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Air Canada flight leaving YUL on May 6 2025 and touching down at ORD. The price was last updated on April 22 2025 and has not changed since.
What is the cheapest month to fly from YUL to ORD?
The cheapest flights from YUL to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 YUL to ORD?
Currently, the cheapest carrier offering one-way flights from YUL to ORD is Air Canada. You can take off on this route from $148. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from YUL on June 11 2025. Prices were last updated on April 22 2025 and have not changed since.
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.