
Popular airlines from Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD)
- WestJet
WestJet
- Porter Airlines
Porter Airlines
- Delta
Delta
- American Airlines
American Airlines
- Alaska Airlines
Alaska Airlines
- Air Canada
Air Canada
- United
United
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 35% on select hotels after you book a flight*
Cheap Flights from Calgary (YYC) to Chicago (ORD)
Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, 12 June - Sat, 13 June
YYC
Calgary
ORD
Chicago
NZ$410 Return, found 1 day ago
NZ$410
Return
found 1 day ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$501 Return, found 7 hours ago
NZ$501
Return
found 7 hours ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$526 Return, found 7 hours ago
NZ$526
Return
found 7 hours ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$587 Return, found 7 hours ago
NZ$587
Return
found 7 hours ago

Fri, 12 June - Sat, 13 June
YYC
Calgary
ORD
Chicago
NZ$598 Return, found 1 day ago
NZ$598
Return
found 1 day ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$640 Return, found 7 hours ago
NZ$640
Return
found 7 hours ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$646 Return, found 7 hours ago
NZ$646
Return
found 7 hours ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$656 Return, found 7 hours ago
NZ$656
Return
found 7 hours ago

Thu, 9 July - Fri, 10 July
YYC
Calgary
ORD
Chicago
NZ$672 Return, found 7 hours ago
NZ$672
Return
found 7 hours ago

Fri, 12 June - Sat, 13 June
YYC
Calgary
ORD
Chicago
NZ$1,097 Return, found 1 day ago
NZ$1,097
Return
found 1 day ago
Travel information
Origin airport | Calgary Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Airlines serving | Air Canada, Alaska Airlines, American Airlines, Delta, United, WestJet |
Return price | NZ$409 |
Distance | 2211 km |
Average flight time | 4 hours 34 mins |
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 , 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 NZ$207 and roundtrip prices from NZ$410. 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 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 to travel arrangements today and embark on the journey of a lifetime in Chicago.
Explore a world of travel with Expedia
- Trending Routes
- Trending Flights
- Top Flights Destinations
- Related Carriers
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Calgary
- Calgary to Mexico City (YYC - MEX)
- Calgary to Auckland (YYC - AKL)
- Calgary to Los Angeles (YYC - LAX)
- Calgary to Delhi (YYC - DEL)
- Calgary to Barcelona (YYC - BCN)
- Calgary to Reykjavik (YYC - KEF)
- Calgary to Kamloops (YYC - YKA)
- Calgary to Tokyo (YYC - NRT)
- Calgary to Palmerston North (YYC - PMR)
- Calgary to Abbotsford (YYC - YXX)
- Calgary to Toronto (YYC - YYZ)
Top Routes to Chicago
Top Routes from Calgary
Top Flight Destinations
- Flights to New York
- Flights to Las Vegas
- Flights to Orlando
- Flights to Chicago
- Flights to Los Angeles
- Flights to San Francisco
- Flights to Miami
- Flights to San Diego
- Flights to Houston
- Flights to Gatlinburg
- Flights to Nashville
- Flights to San Antonio
- Flights to Boston
- Flights to Atlanta
- Flights to Austin
- Flights to Key West
- Flights to New Orleans
- Flights to Honolulu
- Flights to Fort Lauderdale
- Flights to Dallas
Alternative Routes
Expedia's Latest Trends
Hotels
Flights
- Flights from Calgary (YYC) to Edmonton (YEG)
- Flights from Edmonton (YEG) to Wellington (WLG)
- Flights from Christchurch (CHC) to Edmonton (YEG)
- Flights from Auckland (AKL) to Edmonton (YEG)
- Flights from Edmonton (YEG) to Auckland (AKL)
- Flights from Edmonton (YEG) to Honolulu (HNL)
- Flights from Auckland (AKL) to Banff (YBA)
- Flights from Whistler (YWS) to Banff (YBA)
- Flights from Edmonton (YEG) to Calgary (YYC)
- Flights from Wellington (WLG) to Edmonton (YEG)
- Flights from Calgary (YYC) to Grande Prairie (YQU)
- Flights from Vancouver (YVR) to Edmonton (YEG)
- Flights from Destin (DSI) to Savoy (CMI)
- Flights from Vancouver (YVR) to Banff (YBA)
- Flights from Wellington (WLG) to Moline (MLI)
- Flights from Delhi (DEL) to Edmonton (YEG)
Packages
*Available to Expedia members.