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

Saturday, August 22nd, 2026

4 round-trip options

Returning
Sat, Aug 29, 20267 Day Trip
$700 USD
Returning
Sun, Aug 30, 20268 Day Trip
$761 USD
Returning
Wed, Sep 2, 202611 Day Trip
$962 USD
Returning
Fri, Sep 4, 202613 Day Trip
$1,016 USD