Cheapest return flights from Chicago to San Jose in February from $239

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

Return flights

17 Feb - 25 Feb Spirit Airlines
17 Feb - 19 Feb Spirit Airlines
24 Feb - 27 Feb Spirit Airlines
28 Feb - 06 Mar Spirit Airlines
17 Feb - 18 Feb Spirit Airlines
27 Feb - 10 Mar Spirit Airlines
27 Feb - 11 Mar Spirit Airlines
25 Feb - 10 Mar Spirit Airlines
25 Feb - 11 Mar Spirit Airlines
05 Feb - 09 Feb Avianca
24 Feb - 10 Mar Spirit Airlines
24 Feb - 11 Mar Spirit Airlines
24 Feb - 04 Mar Spirit Airlines
25 Feb - 27 Feb Spirit Airlines
27 Feb - 07 Mar Spirit Airlines
25 Feb - 07 Mar Spirit Airlines
24 Feb - 25 Feb Spirit Airlines
17 Feb - 27 Feb Spirit Airlines
21 Feb - 25 Feb Spirit Airlines
14 Feb - 18 Feb Air Canada

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

Powered by

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.

Book a cheap hotel in San Jose

Cheap car rent in San Jose

Feel free to contact us with any feedback or request another flight research.