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

Sunday, December 27th, 2026

4 round-trip options

Returning
Fri, Jan 1, 20275 Day Trip
$1,600 USD
Returning
Sun, Jan 3, 20277 Day Trip
$1,566 USD
Returning
Tue, Jan 5, 20279 Day Trip
$1,600 USD
Returning
Wed, Jan 6, 202710 Day Trip
$1,279 USD