AirHint found the following cheapest return flights from Chicago (ORD) to Calgary (YYC) in January 2026 (see full year).

Return flights

26 Jan - 02 Feb	WestJet	direct
26 Jan - 06 Feb	WestJet	direct
30 Jan - 06 Feb	WestJet	direct
30 Jan - 03 Feb	WestJet
30 Jan - 04 Feb	WestJet
27 Jan - 06 Feb	Frontier Airlines
25 Jan - 06 Feb	Frontier Airlines
28 Jan - 06 Feb	Delta
29 Jan - 06 Feb	Delta
29 Jan - 04 Feb	Spirit Airlines
23 Jan - 30 Jan	Delta
19 Jan - 23 Jan	WestJet	direct
23 Jan - 30 Jan	WestJet	direct
16 Jan - 23 Jan	Delta
17 Jan - 20 Jan	Delta
15 Jan - 19 Jan	Delta
16 Jan - 23 Jan	WestJet	direct
17 Jan - 20 Jan	Air Canada	direct
15 Jan - 19 Jan	United	direct

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

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 January from $178

Return flights