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

Saturday, October 17th, 2026

4 round-trip options

Returning
Sat, Oct 24, 20267 Day Trip
$395 USD
Returning
Mon, Oct 26, 20269 Day Trip
$377 USD
Returning
Wed, Oct 28, 202611 Day Trip
$377 USD
Returning
Thu, Oct 29, 202612 Day Trip
$555 USD