Cheapest return MDW–SJO flights, August

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

Return flights

08 Aug - 22 Aug Frontier Airlines
01 Aug - 12 Aug Southwest Airlines
11 Aug - 30 Aug Frontier Airlines
23 Aug - 11 Sep Delta
30 Aug - 11 Sep Delta
22 Aug - 11 Sep Delta
05 Aug - 17 Aug Frontier Airlines
29 Aug - 15 Sep Southwest Airlines
04 Aug - 12 Aug Southwest Airlines
21 Aug - 01 Sep Southwest Airlines
20 Aug - 01 Sep Southwest Airlines
02 Aug - 12 Aug Southwest Airlines
26 Aug - 29 Aug Southwest Airlines
31 Aug - 14 Sep Southwest Airlines
27 Aug - 12 Sep Southwest Airlines
27 Aug - 13 Sep Southwest Airlines
29 Aug - 05 Sep Frontier Airlines
12 Aug - 22 Aug Southwest Airlines
03 Aug - 12 Aug Southwest Airlines
01 Aug - 06 Aug Southwest Airlines

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

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