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

Sunday, August 30th, 2026

8 round-trip options

Returning
Fri, Sep 4, 20265 Day Trip
$1,047 USD
Returning
Sat, Sep 5, 20266 Day Trip
$929 USD
Returning
Sun, Sep 6, 20267 Day Trip
$902 USD
Returning
Tue, Sep 8, 20269 Day Trip
$1,090 USD
Returning
Wed, Sep 9, 202610 Day Trip
$1,066 USD
Returning
Fri, Sep 11, 202612 Day Trip
$1,107 USD
Returning
Sat, Sep 12, 202613 Day Trip
$927 USD
Returning
Sun, Sep 13, 202614 Day Trip
$1,066 USD