Cheapest return flights from Chicago to San Jose in January from 287€

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

Return flights

21 Jan - 27 Jan Spirit Airlines
28 Jan - 04 Feb Spirit Airlines
21 Jan - 04 Feb Spirit Airlines
16 Jan - 25 Jan Copa
19 Jan - 22 Jan Copa
29 Jan - 04 Feb Spirit Airlines
10 Jan - 27 Jan Spirit Airlines
21 Jan - 22 Jan Spirit Airlines
10 Jan - 28 Jan Spirit Airlines
16 Jan - 27 Jan Spirit Airlines
16 Jan - 28 Jan Spirit Airlines
19 Jan - 27 Jan Spirit Airlines
19 Jan - 28 Jan Spirit Airlines
16 Jan - 04 Feb Spirit Airlines
19 Jan - 04 Feb Spirit Airlines
15 Jan - 04 Feb Spirit Airlines
29 Jan - 06 Feb Copa
21 Jan - 06 Feb Spirit Airlines
28 Jan - 06 Feb Spirit Airlines
21 Jan - 08 Feb Spirit Airlines

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