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

Sunday, October 18th, 2026

4 round-trip options

Returning
Sun, Oct 25, 20267 Day Trip
$441 USD
Returning
Tue, Oct 27, 20269 Day Trip
$410 USD
Returning
Thu, Oct 29, 202611 Day Trip
$524 USD
Returning
Fri, Oct 30, 202612 Day Trip
$360 USD