Cheapest return flights from Chicago to San Jose in August from 455€

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

Return flights

29 Aug - 09 Sep Southwest Airlines
17 Aug - 20 Aug Frontier Airlines
24 Aug - 28 Aug Southwest Airlines
29 Aug - 03 Sep Southwest Airlines
23 Aug - 26 Aug Southwest Airlines
15 Aug - 26 Aug Southwest Airlines
14 Aug - 26 Aug Southwest Airlines
29 Aug - 08 Sep Southwest Airlines
27 Aug - 04 Sep Southwest Airlines
14 Aug - 23 Aug Southwest Airlines
15 Aug - 23 Aug Southwest Airlines
27 Aug - 06 Sep Southwest Airlines
27 Aug - 31 Aug Southwest Airlines
27 Aug - 05 Sep Southwest Airlines
27 Aug - 07 Sep Southwest Airlines
28 Aug - 07 Sep Southwest Airlines
29 Aug - 07 Sep Southwest Airlines
03 Aug - 10 Aug Southwest Airlines

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

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