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

Wednesday, October 14th, 2026

4 round-trip options

Returning
Wed, Oct 21, 20267 Day Trip
$377 USD
Returning
Fri, Oct 23, 20269 Day Trip
$342 USD
Returning
Sun, Oct 25, 202611 Day Trip
$423 USD
Returning
Mon, Oct 26, 202612 Day Trip
$342 USD