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

Friday, October 16th, 2026

4 round-trip options

Returning
Fri, Oct 23, 20267 Day Trip
$342 USD
Returning
Sun, Oct 25, 20269 Day Trip
$423 USD
Returning
Tue, Oct 27, 202611 Day Trip
$392 USD
Returning
Wed, Oct 28, 202612 Day Trip
$342 USD