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

Thursday, December 17th, 2026

5 round-trip options

Returning
Tue, Dec 22, 2026•5 Day Trip
$1,367 USD
Google Flights
Returning
Wed, Dec 23, 2026•6 Day Trip
$1,267 USD
Google Flights
Returning
Sat, Dec 26, 2026•9 Day Trip
$1,362 USD
Google Flights
Returning
Sun, Dec 27, 2026•10 Day Trip
$1,402 USD
Google Flights
Returning
Wed, Dec 30, 2026•13 Day Trip
$1,366 USD
Google Flights