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

Friday, August 28th, 2026

8 round-trip options

Returning
Wed, Sep 2, 20265 Day Trip
$907 USD
Returning
Thu, Sep 3, 20266 Day Trip
$1,112 USD
Returning
Fri, Sep 4, 20267 Day Trip
$1,047 USD
Returning
Sun, Sep 6, 20269 Day Trip
$902 USD
Returning
Mon, Sep 7, 202610 Day Trip
$1,066 USD
Returning
Wed, Sep 9, 202612 Day Trip
$1,066 USD
Returning
Thu, Sep 10, 202613 Day Trip
$1,107 USD
Returning
Fri, Sep 11, 202614 Day Trip
$1,107 USD