San Juan (SJU) to Chicago (ORD) flight deal in business from $706

Tuesday, September 15th, 2026

8 round-trip options

Returning
Sun, Sep 20, 20265 Day Trip
$886 USD
Returning
Mon, Sep 21, 20266 Day Trip
$886 USD
Returning
Tue, Sep 22, 20267 Day Trip
$886 USD
Returning
Thu, Sep 24, 20269 Day Trip
$1,071 USD
Returning
Fri, Sep 25, 202610 Day Trip
$886 USD
Returning
Sun, Sep 27, 202612 Day Trip
$1,069 USD
Returning
Mon, Sep 28, 202613 Day Trip
$1,030 USD
Returning
Tue, Sep 29, 202614 Day Trip
$886 USD