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

View AU$112 flight on Sat, 13 Sep. 2025Opens 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.

American Airlines
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$323 Return, found 5 days ago
AU$323
Return
found 5 days ago
Select American Airlines flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$323 found 5 days ago
Delta
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$334 Return, found 5 days ago
AU$334
Return
found 5 days ago
Select Delta flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$334 found 5 days ago
Delta
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$346 Return, found 5 days ago
AU$346
Return
found 5 days ago
Select Delta flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$346 found 5 days ago
WestJet
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$348 Return, found 5 days ago
AU$348
Return
found 5 days ago
Select WestJet flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$348 found 5 days ago
Air Canada
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$360 Return, found 5 days ago
AU$360
Return
found 5 days ago
Select Air Canada flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$360 found 5 days ago
WestJet
Fri, 26 Sep. - Sun, 28 Sep.
ORD
Chicago
YYC
Calgary
AU$367 Return, found 1 day ago
AU$367
Return
found 1 day ago
Select WestJet flight, departing Fri, 26 Sep. from Chicago to Calgary, returning Sun, 28 Sep., priced at AU$367 found 1 day ago
Delta
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$387 Return, found 5 days ago
AU$387
Return
found 5 days ago
Select Delta flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$387 found 5 days ago
WestJet
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$389 Return, found 5 days ago
AU$389
Return
found 5 days ago
Select WestJet flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$389 found 5 days ago
Air Canada
Thu, 4 Sep. - Wed, 10 Sep.
ORD
Chicago
YYC
Calgary
AU$389 Return, found 5 days ago
AU$389
Return
found 5 days ago
Select Air Canada flight, departing Thu, 4 Sep. from Chicago to Calgary, returning Wed, 10 Sep., priced at AU$389 found 5 days ago
United
Sat, 16 Aug. - Wed, 20 Aug.
ORD
Chicago
YYC
Calgary
AU$478 Return, found 5 days ago
AU$478
Return
found 5 days ago
Select United flight, departing Sat, 16 Aug. from Chicago to Calgary, returning Wed, 20 Aug., priced at AU$478 found 5 days ago

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

April is typically the cheapest month to fly

From AU$248 - AU$883 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to Calgary route information
Origin airport
O'Hare Intl.
Destination airport
Calgary Intl.
Return price
AU$323
Distance
2211 km

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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Chicago Airports

Chicago

O'Hare Intl. to Calgary
AU$322.58

Milwaukee

*Available to Expedia members.