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

Wednesday, October 21st, 2026

4 round-trip options

Returning
Wed, Oct 28, 20267 Day Trip
$342 USD
Returning
Fri, Oct 30, 20269 Day Trip
$342 USD
Returning
Sun, Nov 1, 202611 Day Trip
$463 USD
Returning
Mon, Nov 2, 202612 Day Trip
$377 USD