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

Return flights

30 Jul - 14 Aug	Spirit Airlines
30 Jul - 19 Aug	Spirit Airlines
30 Jul - 16 Aug	Spirit Airlines
30 Jul - 18 Aug	Spirit Airlines
30 Jul - 05 Aug	Frontier Airlines
30 Jul - 06 Aug	Frontier Airlines
30 Jul - 15 Aug	Spirit Airlines
30 Jul - 01 Aug	Spirit Airlines
30 Jul - 17 Aug	Spirit Airlines
30 Jul - 02 Aug	Spirit Airlines
28 Jul - 29 Jul	Spirit Airlines
28 Jul - 30 Jul	Spirit Airlines
27 Jul - 29 Jul	Spirit Airlines
27 Jul - 28 Jul	Spirit Airlines
27 Jul - 30 Jul	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.

Book a cheap hotel in San Jose

Cheap car rent in San Jose

Cheapest return flights from Chicago to San Jose in July from 342€

Return flights