AirHint found the following cheapest return flights from Chicago (ORD) to San Jose (SJO) in August 2025 (see full year).

Return flights

13 Aug - 19 Aug	Spirit Airlines
17 Aug - 22 Aug	Spirit Airlines
14 Aug - 18 Aug	Spirit Airlines
17 Aug - 23 Aug	Spirit Airlines
15 Aug - 24 Aug	Spirit Airlines
17 Aug - 24 Aug	Spirit Airlines
09 Aug - 16 Aug	Frontier Airlines
06 Aug - 13 Aug	Spirit Airlines
10 Aug - 16 Aug	Spirit Airlines
03 Aug - 05 Aug	Spirit Airlines

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

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.

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Cheapest return flights from Chicago to San Jose in August from $314

Return flights