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

Sunday, December 20th, 2026

5 round-trip options

Returning
Fri, Dec 25, 2026•5 Day Trip
$1,082 USD
Google Flights
Returning
Sat, Dec 26, 2026•6 Day Trip
$1,272 USD
Google Flights
Returning
Tue, Dec 29, 2026•9 Day Trip
$1,281 USD
Google Flights
Returning
Wed, Dec 30, 2026•10 Day Trip
$1,181 USD
Google Flights
Returning
Sat, Jan 2, 2027•13 Day Trip
$1,371 USD
Google Flights