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

Friday, August 21st, 2026

8 round-trip options

Returning
Wed, Aug 26, 20265 Day Trip
$846 USD
Returning
Thu, Aug 27, 20266 Day Trip
$986 USD
Returning
Fri, Aug 28, 20267 Day Trip
$1,029 USD
Returning
Sun, Aug 30, 20269 Day Trip
$916 USD
Returning
Mon, Aug 31, 202610 Day Trip
$1,066 USD
Returning
Wed, Sep 2, 202612 Day Trip
$886 USD
Returning
Thu, Sep 3, 202613 Day Trip
$1,152 USD
Returning
Fri, Sep 4, 202614 Day Trip
$1,026 USD