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

Tuesday, August 4th, 2026

5 round-trip options

Returning
Tue, Aug 11, 20267 Day Trip
$1,080 USD
Returning
Wed, Aug 12, 20268 Day Trip
$1,080 USD
Returning
Thu, Aug 13, 20269 Day Trip
$1,274 USD
Returning
Mon, Aug 17, 202613 Day Trip
$1,118 USD
Returning
Tue, Aug 18, 202614 Day Trip
$860 USD