Cheapest return flights from Chicago to San Jose in February from 266€

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

Return flights

22 Feb - 01 Mar Frontier Airlines
19 Feb - 22 Feb Frontier Airlines
22 Feb - 11 Mar Frontier Airlines
19 Feb - 26 Feb Frontier Airlines
09 Feb - 16 Feb Delta
22 Feb - 03 Mar Southwest Airlines
13 Feb - 28 Feb Frontier Airlines
19 Feb - 23 Feb Frontier Airlines
18 Feb - 25 Feb Southwest Airlines
14 Feb - 21 Feb Frontier Airlines
10 Feb - 03 Mar Southwest Airlines
17 Feb - 25 Feb Southwest Airlines
18 Feb - 23 Feb Delta
27 Feb - 02 Mar Frontier Airlines
06 Feb - 15 Feb Frontier Airlines

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

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