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

Saturday, December 19th, 2026

5 round-trip options

Returning
Thu, Dec 24, 2026•5 Day Trip
$1,297 USD
Google Flights
Returning
Fri, Dec 25, 2026•6 Day Trip
$1,432 USD
Google Flights
Returning
Mon, Dec 28, 2026•9 Day Trip
$1,536 USD
Google Flights
Returning
Tue, Dec 29, 2026•10 Day Trip
$1,536 USD
Google Flights
Returning
Fri, Jan 1, 2027•13 Day Trip
$1,793 USD
Google Flights