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

Friday, August 28th, 2026

5 round-trip options

Returning
Wed, Sep 2, 20265 Day Trip
$893 USD
Returning
Sat, Sep 5, 20268 Day Trip
$918 USD
Returning
Mon, Sep 7, 202610 Day Trip
$893 USD
Returning
Tue, Sep 8, 202611 Day Trip
$898 USD
Returning
Wed, Sep 9, 202612 Day Trip
$940 USD