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

Friday, August 14th, 2026

5 round-trip options

Returning
Wed, Aug 19, 20265 Day Trip
$898 USD
Returning
Sat, Aug 22, 20268 Day Trip
$893 USD
Returning
Mon, Aug 24, 202610 Day Trip
$945 USD
Returning
Tue, Aug 25, 202611 Day Trip
$945 USD
Returning
Wed, Aug 26, 202612 Day Trip
$945 USD