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

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How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)

How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)
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How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)
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How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)
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Cheap flights from Chicago to Calgary in November , December 2026

23 Nov - 15 Dec $ 371.00
CHI
Chicago
Alaska Airlines
1 STOPS
YYC
Calgary
YYC
Calgary
Alaska Airlines
1 STOPS
CHI
Chicago
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07 Nov - 08 Dec $ 373.00
CHI
Chicago
Alaska Airlines
1 STOPS
YYC
Calgary
YYC
Calgary
Alaska Airlines
1 STOPS
CHI
Chicago
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07 Nov - 10 Dec $ 1,543.00
CHI
Chicago
WestJet
1 STOPS
YYC
Calgary
YYC
Calgary
WestJet
1 STOPS
CHI
Chicago
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Last minute flights from Chicago to Calgary

07 Nov - 01 Dec $ 405.00
CHI
Chicago
Air Canada
1 STOPS
YYC
Calgary
YYC
Calgary
Air Canada
1 STOPS
CHI
Chicago
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23 Nov - 30 Nov $ 423.00
CHI
Chicago
Air Canada
1 STOPS
YYC
Calgary
YYC
Calgary
Air Canada
1 STOPS
CHI
Chicago
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07 Nov - 30 Nov $ 2,864.00
CHI
Chicago
WestJet
1 STOPS
YYC
Calgary
YYC
Calgary
WestJet
1 STOPS
CHI
Chicago
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One-way flights to Calgary from Chicago

3:40 PM - 8:55 PM
Air Canada
1 Stops
9h 10m
CHI - YYC
$ 183
Kiwi
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4:45 PM - 8:55 PM
Air Canada
1 Stops
7h 21m
CHI - YYC
$ 188
Kiwi
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10:15 AM - 2:25 PM
Air Canada
1 Stops
7h 39m
CHI - YYC
$ 188
Kiwi
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How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)

Related info for your journey
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How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Calgary (YYC)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.