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

Friday, December 25th, 2026

4 round-trip options

Returning
Wed, Dec 30, 20265 Day Trip
$1,073 USD
Returning
Fri, Jan 1, 20277 Day Trip
$1,566 USD
Returning
Sun, Jan 3, 20279 Day Trip
$1,566 USD
Returning
Mon, Jan 4, 202710 Day Trip
$1,566 USD