Chicago (ORD) to San José (SJO) flight deal in economy from $346

Saturday, September 26th, 2026

6 round-trip options

Returning
Fri, Oct 2, 20266 Day Trip
$346 USD
Returning
Sat, Oct 3, 20267 Day Trip
$346 USD
Returning
Tue, Oct 6, 202610 Day Trip
$346 USD
Returning
Wed, Oct 7, 202611 Day Trip
$670 USD
Returning
Thu, Oct 8, 202612 Day Trip
$971 USD
Returning
Fri, Oct 9, 202613 Day Trip
$346 USD