San José (SJO) to Chicago (ORD) flight deal in business from $860

Saturday, December 5th, 2026

9 round-trip options

Returning
Thu, Dec 10, 20265 Day Trip
$1,257 USD
Returning
Fri, Dec 11, 20266 Day Trip
$1,958 USD
Returning
Sat, Dec 12, 20267 Day Trip
$1,958 USD
Returning
Sun, Dec 13, 20268 Day Trip
$1,958 USD
Returning
Tue, Dec 15, 202610 Day Trip
$2,027 USD
Returning
Wed, Dec 16, 202611 Day Trip
$1,958 USD
Returning
Thu, Dec 17, 202612 Day Trip
$2,186 USD
Returning
Fri, Dec 18, 202613 Day Trip
$2,183 USD
Returning
Sat, Dec 19, 202614 Day Trip
$2,183 USD