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

Wednesday, August 5th, 2026

5 round-trip options

Returning
Wed, Aug 12, 20267 Day Trip
$1,073 USD
Returning
Thu, Aug 13, 20268 Day Trip
$1,257 USD
Returning
Fri, Aug 14, 20269 Day Trip
$1,336 USD
Returning
Tue, Aug 18, 202613 Day Trip
$929 USD
Returning
Wed, Aug 19, 202614 Day Trip
$1,163 USD