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

Monday, December 28th, 2026

4 round-trip options

Returning
Sat, Jan 2, 20275 Day Trip
$1,152 USD
Returning
Mon, Jan 4, 20277 Day Trip
$1,152 USD
Returning
Wed, Jan 6, 20279 Day Trip
$860 USD
Returning
Thu, Jan 7, 202710 Day Trip
$860 USD