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

Monday, December 21st, 2026

4 round-trip options

Returning
Sat, Dec 26, 20265 Day Trip
$1,044 USD
Returning
Mon, Dec 28, 20267 Day Trip
$973 USD
Returning
Wed, Dec 30, 20269 Day Trip
$1,073 USD
Returning
Thu, Dec 31, 202610 Day Trip
$1,073 USD