Cheapest return flights from Chicago to San Jose in June from $262

Best time to book flights for Chicago (ORD) to San Jose (SJO) flights at AirHint

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

Return flights

01 Jun - 10 Jun Avianca
01 Jun - 04 Jun Spirit Airlines
07 Jun - 11 Jun Avianca
06 Jun - 09 Jun Spirit Airlines
01 Jun - 07 Jun Spirit Airlines
08 Jun - 14 Jun Avianca
19 Jun - 26 Jun Avianca
01 Jun - 08 Jun Spirit Airlines
21 Jun - 28 Jun Avianca
13 Jun - 23 Jun Avianca
22 Jun - 20 Jul Spirit Airlines
29 Jun - 27 Jul Spirit Airlines
22 Jun - 20 Jul United direct

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

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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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