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

Friday, August 7th, 2026

5 round-trip options

Returning
Fri, Aug 14, 20267 Day Trip
$1,244 USD
Returning
Sat, Aug 15, 20268 Day Trip
$1,244 USD
Returning
Sun, Aug 16, 20269 Day Trip
$1,228 USD
Returning
Thu, Aug 20, 202613 Day Trip
$771 USD
Returning
Fri, Aug 21, 202614 Day Trip
$1,244 USD