Cheapest return flights from Chicago to San Jose in February from 286€

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

Return flights

25 Feb - 07 Mar Delta
21 Feb - 26 Feb Southwest Airlines
28 Feb - 07 Mar Frontier Airlines
28 Feb - 09 Mar Frontier Airlines
06 Feb - 12 Feb Delta
06 Feb - 13 Feb Delta
06 Feb - 14 Feb Delta
18 Feb - 26 Feb Southwest Airlines
19 Feb - 26 Feb Southwest Airlines
17 Feb - 25 Feb Delta
21 Feb - 25 Feb Southwest Airlines
27 Feb - 02 Mar Frontier Airlines
07 Feb - 14 Feb Delta
26 Feb - 02 Mar Frontier Airlines
19 Feb - 27 Feb Southwest Airlines
25 Feb - 02 Mar LATAM Airlines Group

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

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