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

Tuesday, December 29th, 2026

4 round-trip options

Returning
Sun, Jan 3, 20275 Day Trip
$1,152 USD
Returning
Tue, Jan 5, 20277 Day Trip
$1,152 USD
Returning
Thu, Jan 7, 20279 Day Trip
$860 USD
Returning
Fri, Jan 8, 202710 Day Trip
$860 USD