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

Wednesday, November 25th, 2026

4 round-trip options

Returning
Mon, Nov 30, 20265 Day Trip
$1,044 USD
Returning
Wed, Dec 2, 20267 Day Trip
$458 USD
Returning
Fri, Dec 4, 20269 Day Trip
$458 USD
Returning
Sat, Dec 5, 202610 Day Trip
$458 USD