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

Friday, December 11th, 2026

5 round-trip options

Returning
Wed, Dec 16, 20265 Day Trip
$1,107 USD
Returning
Thu, Dec 17, 20266 Day Trip
$1,107 USD
Returning
Sun, Dec 20, 20269 Day Trip
$1,207 USD
Returning
Mon, Dec 21, 202610 Day Trip
$1,207 USD
Returning
Thu, Dec 24, 202613 Day Trip
$1,107 USD