€129 Cheap Flights Calgary to Chicago (YYC-ORD)

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Cheap flights from Calgary to Chicago (YYC-ORD)

Prices were available within the past 7 days and start at €129 for one-way flights and €240 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Return

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€240

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€250

Return

found 2 days ago

Mon, 17 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€255

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€257

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€261

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€272

Return

found 2 days ago

Mon, 17 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€275

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€279

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€280

Return

found 2 days ago

Tue, 18 Feb - Thu, 20 Feb

YYC

Calgary

ORD

Chicago

€286

Return

found 2 days ago

Travel information

Calgary to Chicago route information
Origin airport	Calgary Intl.
Destination airport	O'Hare Intl.
Return price	€239
Distance	2211 km

Book with confidence

Perfect flights from Calgary to Chicago

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Calgary to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.

Picture yourself strolling through the streets of Chicago, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.

Our flexible Calgary Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €129 and roundtrip prices from €240. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.

But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore Chicago and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your YYC to ORD travel arrangements today and embark on the journey of a lifetime in Chicago.

Frequently asked questions

How much is a flight from YYC to O'Hare Airport?

Based on airfares available within the last 7 days on Expedia for flights departing within the next year, round-trip flights between YYC Calgary International Airport and O’Hare Intl. Airport (ORD) start from €240. Make your booking ASAP to secure the best price for your trip. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from YYC Calgary International Airport to ORD?

We get that things come up unexpectedly, so we’ve made it as easy as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.

How do I find cheap flights from Calgary Intl. Airport (YYC) to ORD that have flexible change policies?

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for YYC Calgary International Airport to O’Hare Intl. Airport (ORD) flights, you’ll see a “no change fees” filter for you to select.

How far is the flight from Calgary Intl. Airport (YYC) to O'Hare Airport?

Around 2,200 kilometres separates Calgary and Chicago, so pack some in-flight entertainment to help you while away a couple of hours. That latest bestseller you’ve yet to start will be perfect.

Which airlines fly direct from YYC to O'Hare Airport?

Check out the deals on offer with United Airlines (UA) if you want to travel straight from YYC Calgary International Airport to O’Hare Airport. This top carrier offers 30 flights monthly, so you’re sure to find one that suits your schedule.

Are Calgary Intl. Airport (YYC) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?

Booking your trip from YYC Calgary International Airport to O’Hare Airport at the last minute could save you some cash. However, it might cost you a whole lot more! If you’d prefer not to take any chances, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred carrier hasn’t released tickets yet, check back often as deals are updated on Expedia all the time.