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

Sunday, August 2nd, 2026

5 round-trip options

Returning
Sun, Aug 9, 20267 Day Trip
$979 USD
Returning
Mon, Aug 10, 20268 Day Trip
$1,528 USD
Returning
Tue, Aug 11, 20269 Day Trip
$1,344 USD
Returning
Sat, Aug 15, 202613 Day Trip
$1,560 USD
Returning
Sun, Aug 16, 202614 Day Trip
$1,528 USD