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

Wednesday, December 16th, 2026

5 round-trip options

Returning
Mon, Dec 21, 2026•5 Day Trip
$1,087 USD
Google Flights
Returning
Tue, Dec 22, 2026•6 Day Trip
$1,087 USD
Google Flights
Returning
Fri, Dec 25, 2026•9 Day Trip
$987 USD
Google Flights
Returning
Sat, Dec 26, 2026•10 Day Trip
$1,082 USD
Google Flights
Returning
Tue, Dec 29, 2026•13 Day Trip
$1,091 USD
Google Flights