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

Thursday, October 8th, 2026

4 round-trip options

Returning
Thu, Oct 15, 20267 Day Trip
$1,047 USD
Returning
Sat, Oct 17, 20269 Day Trip
$960 USD
Returning
Mon, Oct 19, 202611 Day Trip
$943 USD
Returning
Tue, Oct 20, 202612 Day Trip
$960 USD