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

Return flights

21 Jul - 29 Jul	Spirit Airlines
22 Jul - 30 Jul	Spirit Airlines
21 Jul - 25 Jul	Spirit Airlines
21 Jul - 08 Aug	Spirit Airlines
21 Jul - 01 Aug	Spirit Airlines
21 Jul - 30 Jul	Spirit Airlines
21 Jul - 07 Aug	Spirit Airlines
25 Jul - 01 Aug	United
08 Jul - 29 Jul	Spirit Airlines
24 Jul - 29 Jul	Viva
01 Jul - 05 Jul	United
06 Jul - 14 Jul	Viva
08 Jul - 11 Jul	Spirit Airlines
08 Jul - 25 Jul	Spirit Airlines
21 Jul - 02 Aug	Spirit Airlines
24 Jul - 08 Aug	Viva
24 Jul - 01 Aug	Viva
24 Jul - 07 Aug	Viva
22 Jul - 08 Aug	Spirit Airlines
22 Jul - 01 Aug	Spirit Airlines

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

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 July from 328€

Return flights