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

Thursday, December 24th, 2026

4 round-trip options

Returning
Tue, Dec 29, 20265 Day Trip
$670 USD
Returning
Thu, Dec 31, 20267 Day Trip
$777 USD
Returning
Sat, Jan 2, 20279 Day Trip
$1,297 USD
Returning
Sun, Jan 3, 202710 Day Trip
$1,297 USD