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

Monday, August 24th, 2026

8 round-trip options

Returning
Sat, Aug 29, 20265 Day Trip
$992 USD
Returning
Sun, Aug 30, 20266 Day Trip
$917 USD
Returning
Mon, Aug 31, 20267 Day Trip
$1,047 USD
Returning
Wed, Sep 2, 20269 Day Trip
$847 USD
Returning
Thu, Sep 3, 202610 Day Trip
$1,153 USD
Returning
Sat, Sep 5, 202612 Day Trip
$909 USD
Returning
Sun, Sep 6, 202613 Day Trip
$882 USD
Returning
Mon, Sep 7, 202614 Day Trip
$1,026 USD