Cheapest return flights from Calgary to Chicago in January from $309

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

Return flights

28 Jan - 10 Feb United direct
28 Jan - 11 Feb Delta
30 Jan - 04 Feb United
28 Jan - 04 Feb United direct
28 Jan - 05 Feb Delta
28 Jan - 02 Feb United
29 Jan - 05 Feb Delta
30 Jan - 01 Feb Delta
28 Jan - 11 Feb Air Canada direct
26 Jan - 29 Jan United
26 Jan - 29 Jan United direct

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

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