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

Thursday, August 20th, 2026

4 round-trip options

Returning
Thu, Aug 27, 20267 Day Trip
$814 USD
Returning
Fri, Aug 28, 20268 Day Trip
$733 USD
Returning
Mon, Aug 31, 202611 Day Trip
$733 USD
Returning
Wed, Sep 2, 202613 Day Trip
$721 USD