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

Wednesday, August 19th, 2026

8 round-trip options

Returning
Mon, Aug 24, 20265 Day Trip
$1,090 USD
Returning
Tue, Aug 25, 20266 Day Trip
$902 USD
Returning
Wed, Aug 26, 20267 Day Trip
$907 USD
Returning
Fri, Aug 28, 20269 Day Trip
$1,090 USD
Returning
Sat, Aug 29, 202610 Day Trip
$1,072 USD
Returning
Mon, Aug 31, 202612 Day Trip
$1,107 USD
Returning
Tue, Sep 1, 202613 Day Trip
$1,107 USD
Returning
Wed, Sep 2, 202614 Day Trip
$927 USD