Chicago (ORD) to San Juan (SJU) flight deal in business from $893

Wednesday, December 9th, 2026

5 round-trip options

Returning
Mon, Dec 14, 20265 Day Trip
$982 USD
Returning
Tue, Dec 15, 20266 Day Trip
$982 USD
Returning
Fri, Dec 18, 20269 Day Trip
$982 USD
Returning
Sat, Dec 19, 202610 Day Trip
$982 USD
Returning
Tue, Dec 22, 202613 Day Trip
$1,082 USD