Chicago (ORD) to San Juan (SJU) flight deal in business from $717

Monday, August 3rd, 2026

9 round-trip options

Returning
Sat, Aug 8, 20265 Day Trip
$957 USD
Returning
Sun, Aug 9, 20266 Day Trip
$1,017 USD
Returning
Mon, Aug 10, 20267 Day Trip
$1,033 USD
Returning
Tue, Aug 11, 20268 Day Trip
$909 USD
Returning
Wed, Aug 12, 20269 Day Trip
$1,033 USD
Returning
Thu, Aug 13, 202610 Day Trip
$1,033 USD
Returning
Fri, Aug 14, 202611 Day Trip
$1,033 USD
Returning
Sat, Aug 15, 202612 Day Trip
$1,072 USD
Returning
Sun, Aug 16, 202613 Day Trip
$1,033 USD