Chicago (ORD) to San Juan (SJU) flight deal in business from $893

Sunday, August 23rd, 2026

5 round-trip options

Returning
Fri, Aug 28, 20265 Day Trip
$893 USD
Returning
Mon, Aug 31, 20268 Day Trip
$945 USD
Returning
Wed, Sep 2, 202610 Day Trip
$893 USD
Returning
Thu, Sep 3, 202611 Day Trip
$918 USD
Returning
Fri, Sep 4, 202612 Day Trip
$918 USD