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

Thursday, October 29th, 2026

4 round-trip options

Returning
Thu, Nov 5, 20267 Day Trip
$377 USD
Returning
Sat, Nov 7, 20269 Day Trip
$463 USD
Returning
Mon, Nov 9, 202611 Day Trip
$377 USD
Returning
Tue, Nov 10, 202612 Day Trip
$377 USD