Cheapest return flights from Chicago to San Jose in June from $398

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

Return flights

03 Jun - 12 Jun Frontier Airlines
20 Jun - 26 Jun United
13 Jun - 20 Jun Air Canada
20 Jun - 27 Jun United
17 Jun - 24 Jun United
01 Jun - 08 Jun Copa
01 Jun - 11 Jun Copa
01 Jun - 05 Jun Viva
01 Jun - 12 Jun Viva
14 Jun - 21 Jun American Airlines
27 Jun - 04 Jul United
20 Jun - 04 Jul Spirit Airlines

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

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