Cheapest return flights from Chicago to San Jose in January from $248

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

Return flights

13 Jan - 28 Jan Spirit Airlines
13 Jan - 27 Jan Spirit Airlines
13 Jan - 14 Jan Spirit Airlines
12 Jan - 28 Jan Viva
12 Jan - 13 Jan Viva
12 Jan - 27 Jan Viva
12 Jan - 14 Jan Viva
07 Jan - 14 Jan Spirit Airlines
07 Jan - 28 Jan Spirit Airlines
07 Jan - 13 Jan Spirit Airlines
24 Jan - 10 Feb Spirit Airlines
24 Jan - 11 Feb Spirit Airlines
22 Jan - 10 Feb Spirit Airlines
22 Jan - 11 Feb Spirit Airlines
31 Jan - 10 Feb Spirit Airlines
31 Jan - 11 Feb Spirit Airlines
23 Jan - 10 Feb Spirit Airlines
23 Jan - 11 Feb Spirit Airlines
24 Jan - 05 Feb Spirit Airlines
24 Jan - 07 Feb Spirit Airlines

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

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