Chicago (ORD) to San José (SJO) flight deal in economy from $346

Friday, August 14th, 2026

5 round-trip options

Returning
Fri, Aug 21, 20267 Day Trip
$585 USD
Returning
Sat, Aug 22, 20268 Day Trip
$583 USD
Returning
Sun, Aug 23, 20269 Day Trip
$749 USD
Returning
Thu, Aug 27, 202613 Day Trip
$440 USD
Returning
Fri, Aug 28, 202614 Day Trip
$440 USD