San José (SJO) to Chicago (ORD) flight deal in economy from $342

Tuesday, August 18th, 2026

4 round-trip options

Returning
Tue, Aug 25, 20267 Day Trip
$572 USD
Returning
Wed, Aug 26, 20268 Day Trip
$537 USD
Returning
Sat, Aug 29, 202611 Day Trip
$651 USD
Returning
Mon, Aug 31, 202613 Day Trip
$537 USD