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

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Frequently asked questions

Is it cheaper to buy a plane ticket from Montreal Airport to PWK last minute?
Being the spontaneous type is a terrific way to travel the globe, but it's not necessarily the ideal way to get your hands on a bargain airfare. It's better to book your Montreal Airport to Chicago Executive Airport (PWK) trip ahead of time instead of leaving it to the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. You can unleash your spontaneous side when you get to your destination!
What airports do you fly into for Chicago from Montreal?
With Chicago Executive Airport (PWK), O'Hare Intl. Airport (ORD) and Midway Intl. Airport (MDW) to select from, connecting from Montreal to Chicago is a piece of cake. The city's major hub, Chicago Executive Airport (PWK), is about 32 kilometers northwest of the downtown area. Besides ticket prices, consider factors like bus or train options from the airport and the distance to your hotel when choosing where to fly into. Get your Chicago vacation off to an exciting start by discovering Wrigley Field and Millennium Park.
Can I change the date of my flight from Pierre Elliott Trudeau Intl. Airport (YUL) to Chicago Executive Airport?
Expedia makes it a breeze to make changes to your YUL to Chicago Executive Airport trip yourself. Access your itinerary via the Expedia Trips portal and tap "change flight." Search for new flights and choose the one that works with your new plans. You'll get an estimate of your flight change fee, if applicable. You can also use our Customer Service portal to connect with our Virtual Agent and get answers to your questions.

Travel information

Travel information

Origin airport
Pierre Elliott Trudeau Intl.
Destination airport
Chicago Executive
Distance
1186 km

Book with confidence

Book with confidence

Montreal to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Montreal to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Montreal to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Montreal to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia