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

Thursday, August 6th, 2026

5 round-trip options

Returning
Thu, Aug 13, 20267 Day Trip
$1,293 USD
Returning
Fri, Aug 14, 20268 Day Trip
$1,293 USD
Returning
Sat, Aug 15, 20269 Day Trip
$1,312 USD
Returning
Wed, Aug 19, 202613 Day Trip
$1,109 USD
Returning
Thu, Aug 20, 202614 Day Trip
$839 USD