San Juan (SJU) to Chicago (ORD) flight deal in business from $468

Sunday, August 2nd, 2026

10 round-trip options

Returning
Fri, Aug 7, 20265 Day Trip
$768 USD
Returning
Sat, Aug 8, 20266 Day Trip
$726 USD
Returning
Sun, Aug 9, 20267 Day Trip
$766 USD
Returning
Mon, Aug 10, 20268 Day Trip
$679 USD
Returning
Tue, Aug 11, 20269 Day Trip
$762 USD
Returning
Wed, Aug 12, 202610 Day Trip
$710 USD
Returning
Thu, Aug 13, 202611 Day Trip
$786 USD
Returning
Fri, Aug 14, 202612 Day Trip
$826 USD
Returning
Sat, Aug 15, 202613 Day Trip
$734 USD
Returning
Sun, Aug 16, 202614 Day Trip
$714 USD