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

Thursday, October 22nd, 2026

4 round-trip options

Returning
Thu, Oct 29, 20267 Day Trip
$506 USD
Returning
Sat, Oct 31, 20269 Day Trip
$377 USD
Returning
Mon, Nov 2, 202611 Day Trip
$377 USD
Returning
Tue, Nov 3, 202612 Day Trip
$342 USD