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

Friday, November 27th, 2026

4 round-trip options

Returning
Wed, Dec 2, 20265 Day Trip
$461 USD
Returning
Fri, Dec 4, 20267 Day Trip
$461 USD
Returning
Sun, Dec 6, 20269 Day Trip
$458 USD
Returning
Mon, Dec 7, 202610 Day Trip
$458 USD