Cheapest return flights from Chicago to Toronto in January from $177

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

Return flights

13 Jan - 28 Jan United direct
05 Jan - 12 Jan Air Canada direct
21 Jan - 24 Jan Air Canada direct
27 Jan - 31 Jan Air Canada direct
13 Jan - 16 Jan Air Canada direct
16 Jan - 19 Jan Air Canada direct
23 Jan - 25 Jan United direct
06 Jan - 10 Jan Air Canada direct
09 Jan - 11 Jan United direct
08 Jan - 11 Jan United direct
30 Jan - 01 Feb Air Canada direct
29 Jan - 01 Feb Porter Airlines (Canada) Ltd direct

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

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