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

Sunday, November 22nd, 2026

4 round-trip options

Returning
Fri, Nov 27, 20265 Day Trip
$1,344 USD
Returning
Sun, Nov 29, 20267 Day Trip
$1,344 USD
Returning
Tue, Dec 1, 20269 Day Trip
$816 USD
Returning
Wed, Dec 2, 202610 Day Trip
$739 USD