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

Tuesday, August 18th, 2026

8 round-trip options

Returning
Sun, Aug 23, 20265 Day Trip
$902 USD
Returning
Mon, Aug 24, 20266 Day Trip
$1,090 USD
Returning
Tue, Aug 25, 20267 Day Trip
$902 USD
Returning
Thu, Aug 27, 20269 Day Trip
$1,047 USD
Returning
Fri, Aug 28, 202610 Day Trip
$1,107 USD
Returning
Sun, Aug 30, 202612 Day Trip
$987 USD
Returning
Mon, Aug 31, 202613 Day Trip
$1,107 USD
Returning
Tue, Sep 1, 202614 Day Trip
$1,107 USD