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

Saturday, August 8th, 2026

5 round-trip options

Returning
Sat, Aug 15, 20267 Day Trip
$1,264 USD
Returning
Sun, Aug 16, 20268 Day Trip
$1,264 USD
Returning
Mon, Aug 17, 20269 Day Trip
$1,088 USD
Returning
Fri, Aug 21, 202613 Day Trip
$623 USD
Returning
Sat, Aug 22, 202614 Day Trip
$621 USD