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

Return flights

05 Dec - 08 Dec	WestJet	direct
06 Dec - 11 Dec	Delta
19 Dec - 23 Dec	Delta
22 Dec - 29 Dec	WestJet	direct
31 Dec - 07 Jan	Delta
23 Dec - 26 Dec	Delta
22 Dec - 26 Dec	WestJet	direct
22 Dec - 28 Dec	United	direct
23 Dec - 28 Dec	Delta
22 Dec - 27 Dec	United	direct
25 Dec - 01 Jan	Delta
26 Dec - 04 Jan	WestJet
30 Dec - 04 Jan	Delta
28 Dec - 31 Dec	United

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 139€

Return flights