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

Fair Availability
21% of dates checked are available within 10% of the lowest price

Friday, July 31st, 2026

4 round-trip options

Returning
Fri, Aug 7, 20267 Day Trip
$732 USD
Returning
Sat, Aug 8, 20268 Day Trip
$772 USD
Returning
Tue, Aug 11, 202611 Day Trip
$1,879 USD
Returning
Thu, Aug 13, 202613 Day Trip
$1,261 USD