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

Monday, August 24th, 2026

4 round-trip options

Returning
Mon, Aug 31, 20267 Day Trip
$506 USD
Returning
Tue, Sep 1, 20268 Day Trip
$506 USD
Returning
Fri, Sep 4, 202611 Day Trip
$506 USD
Returning
Sun, Sep 6, 202613 Day Trip
$506 USD