￥18,030 Cheap Flights from Calgary (YYC) to Chicago (ORD)

View ￥18,030 flight on Fri, Feb 20, 2026Opens in a new window

Popular airlines from Calgary International Airport (YYC) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Calgary to Chicago (YYC-ORD)

Prices were available within the past 7 days and start at ￥18,030 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Calgary (YYC) to Chicago (ORD)

May is typically the cheapest month to fly

From ￥23,138 - ￥44,198 per traveler.
Flights from Calgary (YYC) to Chicago (ORD)
Origin airport
Calgary Intl.
Destination airport
O'Hare Intl.
Distance
2211 km
Average flight time
4 hours 35 mins

Calgary to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Calgary to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with YYC to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Calgary for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Calgary Intl. Airport (YYC) to ORD?
Pack your bags, because round-trip journeys between YYC Calgary International Airport and ORD start from . That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can rise quickly, so book now to nab the best deal. 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 O'Hare Intl. Airport (ORD)?
The majority of flights can be canceled online, but every air carrier has different terms and conditions. If you do need to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from YYC to O'Hare Airport 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 ORD flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from YYC to O'Hare Airport?
There are plenty of ways to make the 3 hours and 23 minutes between YYC and ORD go by quicker. If you want to be productive, sort through your camera roll or clear out all those unwanted emails. A good snooze also helps pass the time!
How far is the flight from YYC Calgary International Airport to O'Hare Intl. Airport (ORD)?
Around 2,200 kilometers separates Calgary and Chicago, so pack something to help you while away a couple of hours. That novel you're eager to read will be just the ticket.
Which airlines fly direct from Calgary Intl. Airport (YYC) to O'Hare Intl. Airport (ORD)?
One airline that services the route from YYC Calgary International Airport to O'Hare Airport is United Airlines (UA). It offers 60 flights every month. American Airlines (AA) is another option. It operates 30 flights each month. Between these two airlines, you'll be able to find a great deal from Calgary to Chicago.
Are YYC Calgary International Airport to ORD flight tickets cheaper when they're purchased at the last minute?
Flight tickets from YYC to O'Hare Airport are available up to a year prior to departure on Expedia. And although you may occasionally score a fantastic last-minute deal, it's not something you should count on. Also, booking your flights in advance means you'll have more choices — and you can avoid getting stuck in the dreaded middle seat! We're always updating our fares to bring you the biggest bargains, so check back often for all the latest specials.

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