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

Tuesday, December 22nd, 2026

5 round-trip options

Returning
Sun, Dec 27, 2026•5 Day Trip
$1,217 USD
Google Flights
Returning
Mon, Dec 28, 2026•6 Day Trip
$1,387 USD
Google Flights
Returning
Thu, Dec 31, 2026•9 Day Trip
$1,487 USD
Google Flights
Returning
Fri, Jan 1, 2027•10 Day Trip
$1,121 USD
Google Flights
Returning
Mon, Jan 4, 2027•13 Day Trip
$1,401 USD
Google Flights