San José (SJO) to Chicago (ORD) flight deal in economy from $342

Monday, December 21st, 2026

3 round-trip options

Returning
Mon, Dec 28, 20267 Day Trip
$537 USD
Returning
Sat, Jan 2, 202712 Day Trip
$342 USD
Returning
Sun, Jan 3, 202713 Day Trip
$537 USD