Cheap Flights from Chicago (CHI) to Calgary (YYC)

View AU$141 flight on Thu, 8 Jan 2026Opens in a new window

Popular airlines from Chicago to Calgary, AB (YYC-Calgary Intl.)

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Cheap Flights from Chicago (CHI) to Calgary (YYC)

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.

United
Tue, 6 Jan - Wed, 7 Jan
ORD
Chicago
YYC
Calgary
AU$318 Return, found 2 days ago
AU$318
Return
found 2 days ago
Select United flight, departing Tue, 6 Jan from Chicago to Calgary, returning Wed, 7 Jan, priced at AU$318 found 2 days ago
United
Tue, 6 Jan - Thu, 8 Jan
ORD
Chicago
YYC
Calgary
AU$331 Return, found 2 days ago
AU$331
Return
found 2 days ago
Select United flight, departing Tue, 6 Jan from Chicago to Calgary, returning Thu, 8 Jan, priced at AU$331 found 2 days ago
United
Tue, 6 Jan - Sat, 10 Jan
ORD
Chicago
YYC
Calgary
AU$347 Return, found 2 days ago
AU$347
Return
found 2 days ago
Select United flight, departing Tue, 6 Jan from Chicago to Calgary, returning Sat, 10 Jan, priced at AU$347 found 2 days ago
United
Tue, 2 Dec - Tue, 9 Dec
ORD
Chicago
YYC
Calgary
AU$358 Return, found 2 days ago
AU$358
Return
found 2 days ago
Select United flight, departing Tue, 2 Dec from Chicago to Calgary, returning Tue, 9 Dec, priced at AU$358 found 2 days ago
WestJet
Mon, 5 Jan - Fri, 9 Jan
ORD
Chicago
YYC
Calgary
AU$359 Return, found 2 days ago
AU$359
Return
found 2 days ago
Select WestJet flight, departing Mon, 5 Jan from Chicago to Calgary, returning Fri, 9 Jan, priced at AU$359 found 2 days ago
United
Tue, 2 Dec - Tue, 9 Dec
ORD
Chicago
YYC
Calgary
AU$367 Return, found 2 days ago
AU$367
Return
found 2 days ago
Select United flight, departing Tue, 2 Dec from Chicago to Calgary, returning Tue, 9 Dec, priced at AU$367 found 2 days ago
American Airlines
Tue, 2 Dec - Tue, 9 Dec
ORD
Chicago
YYC
Calgary
AU$376 Return, found 2 days ago
AU$376
Return
found 2 days ago
Select American Airlines flight, departing Tue, 2 Dec from Chicago to Calgary, returning Tue, 9 Dec, priced at AU$376 found 2 days ago
American Airlines
Wed, 3 Dec - Tue, 9 Dec
ORD
Chicago
YYC
Calgary
AU$377 Return, found 6 days ago
AU$377
Return
found 6 days ago
Select American Airlines flight, departing Wed, 3 Dec from Chicago to Calgary, returning Tue, 9 Dec, priced at AU$377 found 6 days ago
Delta
Tue, 2 Dec - Tue, 9 Dec
ORD
Chicago
YYC
Calgary
AU$391 Return, found 2 days ago
AU$391
Return
found 2 days ago
Select Delta flight, departing Tue, 2 Dec from Chicago to Calgary, returning Tue, 9 Dec, priced at AU$391 found 2 days ago
Air Canada
Wed, 3 Dec - Tue, 9 Dec
ORD
Chicago
YYC
Calgary
AU$405 Return, found 6 days ago
AU$405
Return
found 6 days ago
Select Air Canada flight, departing Wed, 3 Dec from Chicago to Calgary, returning Tue, 9 Dec, priced at AU$405 found 6 days ago

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

October is typically the cheapest month to fly

From AU$240 - AU$1,309 per traveller.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Calgary Intl.
Return price
AU$318
Distance
2211 km

Book with confidence

CHI to YYC Flights

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Our user-friendly tools make it easier than ever to book CHI to YYC flights, even if you’re hoping to hop aboard one of the last-minute flights leaving today. So whether you seek a spontaneous trip to this city’s hottest attractions, or prefer to plan out every detail of your adventure ahead of time, Expedia.com.au is here to help you find exactly what you are interested in.

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CHI to YYC Flights
*Available to Expedia members.