Chicago (ORD) to San Juan (SJU) flight deal in business from $717

Sunday, September 6th, 2026

9 round-trip options

Returning
Fri, Sep 11, 20265 Day Trip
$866 USD
Returning
Sat, Sep 12, 20266 Day Trip
$743 USD
Returning
Sun, Sep 13, 20267 Day Trip
$907 USD
Returning
Mon, Sep 14, 20268 Day Trip
$717 USD
Returning
Tue, Sep 15, 20269 Day Trip
$866 USD
Returning
Wed, Sep 16, 202610 Day Trip
$717 USD
Returning
Thu, Sep 17, 202611 Day Trip
$866 USD
Returning
Fri, Sep 18, 202612 Day Trip
$722 USD
Returning
Sat, Sep 19, 202613 Day Trip
$722 USD