AirHint found the following cheapest return flights from Chicago (ORD) to Calgary (YYC) in December 2025 (see full year).

Return flights

07 Dec - 11 Dec	United	direct
10 Dec - 13 Dec	Delta
05 Dec - 08 Dec	United
02 Dec - 09 Dec	United
09 Dec - 09 Jan	Frontier Airlines
10 Dec - 13 Dec	United	direct
01 Dec - 04 Dec	Delta
31 Dec - 07 Jan	Hawaiian Airlines
05 Dec - 08 Dec	Air Canada	direct
19 Dec - 29 Dec	WestJet	direct
22 Dec - 02 Jan	WestJet	direct
22 Dec - 29 Dec	WestJet	direct
26 Dec - 29 Dec	WestJet	direct
21 Dec - 04 Jan	Frontier Airlines
25 Dec - 01 Jan	Frontier Airlines
19 Dec - 03 Jan	WestJet
09 Dec - 09 Jan	Air Canada	direct
28 Dec - 04 Jan	Frontier Airlines
19 Dec - 03 Jan	Air Canada	direct

Also check the deals for one-way flights from Chicago to Calgary in December.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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Cheapest return flights from Chicago to Calgary in December from 175€

Return flights