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 24th, 2026

5 round-trip options

Returning
Tue, Dec 29, 2026•5 Day Trip
$1,211 USD
Google Flights
Returning
Wed, Dec 30, 2026•6 Day Trip
$1,286 USD
Google Flights
Returning
Sat, Jan 2, 2027•9 Day Trip
$1,889 USD
Google Flights
Returning
Sun, Jan 3, 2027•10 Day Trip
$1,426 USD
Google Flights
Returning
Wed, Jan 6, 2027•13 Day Trip
$1,312 USD
Google Flights