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

Monday, November 16th, 2026

4 round-trip options

Returning
Sat, Nov 21, 20265 Day Trip
$372 USD
Returning
Mon, Nov 23, 20267 Day Trip
$372 USD
Returning
Wed, Nov 25, 20269 Day Trip
$372 USD
Returning
Thu, Nov 26, 202610 Day Trip
$449 USD