Cheapest return flights from Chicago to Calgary in January from $237

Best time to book flights for Chicago (ORD) to Calgary (YYC) flights at AirHint

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

Return flights

08 Jan - 13 Jan United direct
05 Jan - 10 Jan United direct
07 Jan - 12 Jan United direct
06 Jan - 11 Jan United direct
02 Jan - 07 Jan United direct
03 Jan - 08 Jan United direct
01 Jan - 06 Jan United direct
04 Jan - 09 Jan WestJet

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

Skyscanner

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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