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

American AirlinesAAAmerican Airlines
Round Trip•Business Class
United StatesORD

O'Hare International Airport

Chicago, United States
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
$1,022 USD
-13%$893 USD
Verified 14 days ago
Great Availability
60% of dates checked are available within 10% of the lowest price

Monday, December 21st, 2026

5 round-trip options

Returning
Sat, Dec 26, 2026•5 Day Trip
$1,302 USD
Google Flights
Returning
Sun, Dec 27, 2026•6 Day Trip
$1,342 USD
Google Flights
Returning
Wed, Dec 30, 2026•9 Day Trip
$1,306 USD
Google Flights
Returning
Thu, Dec 31, 2026•10 Day Trip
$1,246 USD
Google Flights
Returning
Sun, Jan 3, 2027•13 Day Trip
$1,526 USD
Google Flights