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

Return flights

05 Feb - 09 Feb	Copa
11 Feb - 17 Feb	Copa
15 Feb - 24 Feb	Copa
01 Feb - 03 Feb	Copa
07 Feb - 10 Feb	Copa
11 Feb - 24 Feb	Spirit Airlines
04 Feb - 10 Feb	Spirit Airlines
04 Feb - 24 Feb	Spirit Airlines
05 Feb - 24 Feb	Spirit Airlines
11 Feb - 03 Mar	Spirit Airlines
26 Feb - 03 Mar	Copa
04 Feb - 09 Feb	Spirit Airlines
18 Feb - 03 Mar	Spirit Airlines
17 Feb - 03 Mar	Spirit Airlines
15 Feb - 03 Mar	Spirit Airlines

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

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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Cheapest return flights from Chicago to San Jose in February from 252€

Return flights