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

Saturday, August 15th, 2026

5 round-trip options

Returning
Sat, Aug 22, 20267 Day Trip
$583 USD
Returning
Sun, Aug 23, 20268 Day Trip
$749 USD
Returning
Mon, Aug 24, 20269 Day Trip
$466 USD
Returning
Fri, Aug 28, 202613 Day Trip
$440 USD
Returning
Sat, Aug 29, 202614 Day Trip
$583 USD