Featured Airlines
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 40% on select hotels after you book a flight*
Cheap Flights from Calgary to Chicago (YYC-ORD)
Prices were available within the past 7 days and start at S$187 for one-way flights and S$324 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Origin airport | Calgary Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | Air Canada, American Airlines, Delta, United, WestJet |
Return price | S$323 |
Distance | 2211 km |
Flights from Calgary to Chicago
There are several airlines that operate frequent flights from Calgary (YYC) to Chicago (ORD) including
- Air Canada with 56 flights a week
- United Airlines with 48 flights a week
- WestJet with 31 flights a week
- Delta Air Lines with 24 flights a week
- Virgin Atlantic with 12 flights a week
The earliest flight leaves Calgary Intl. Airport at 07:00 and arrives at O'Hare Intl. Airport at 11:26. The last flight of the day departs Calgary at 15:35 and arrives at Chicago at 20:10.
The flight distance from Calgary to Chicago is about 2235 km, the shortest flight is 03 hours 18 minutes with WestJet.
Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Calgary Chicago flight!
Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Calgary to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.
Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Calgary to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!
Frequently asked questions
Popular flights from Calgary
- Calgary to Los Angeles (YYC - LAX)
- Calgary to Belgrade (YYC - BEG)
- Calgary to Hong Kong (YYC - HKG)
- Calgary to Honolulu (YYC - HNL)
- Calgary to Amsterdam (YYC - AMS)
- Calgary to Winnipeg (YYC - YWG)
- Calgary to Delhi (YYC - DEL)
- Calgary to Minneapolis (YYC - MSP)
- Calgary to Tokyo (YYC - NRT)
- Calgary to Montreal (YYC - YUL)
- Calgary to Vancouver (YYC - YVR)
- Calgary to London (YYC - LHR)
Popular flights to Chicago
- Shanghai to Chicago (PVG - ORD)
- Mexico City to Chicago (MEX - ORD)
- Newark to Chicago (EWR - ORD)
- San Diego to Chicago (SAN - ORD)
- Los Angeles to Chicago (LAX - ORD)
- Hong Kong to Chicago (HKG - ORD)
- Jakarta to Chicago (CGK - ORD)
- New York to Chicago (LGA - ORD)
- Manila to Chicago (MNL - ORD)
- Minneapolis to Chicago (MSP - ORD)
- New York to Chicago (JFK - ORD)
- Seattle to Chicago (SEA - ORD)
Popular flights from Calgary
Popular flights to Chicago
Top Flight Destinations Near Here
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Panama City Beach
- Flights to Chicago
- Flights to Myrtle Beach
- Flights to San Diego
- Flights to Los Angeles
- Flights to Destin
- Flights to Miami
- Flights to Nashville
- Flights to Boston
- Flights to Houston
- Flights to San Francisco
- Flights to Honolulu
- Flights to Key West
- Flights to New Orleans
- Flights to Atlanta
- Flights to Seattle
- Flights to San Antonio