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

Monday, December 28th, 2026

5 round-trip options

Returning
Sat, Jan 2, 2027•5 Day Trip
$1,371 USD
Google Flights
Returning
Sun, Jan 3, 2027•6 Day Trip
$1,946 USD
Google Flights
Returning
Wed, Jan 6, 2027•9 Day Trip
$1,416 USD
Google Flights
Returning
Thu, Jan 7, 2027•10 Day Trip
$1,412 USD
Google Flights
Returning
Sun, Jan 10, 2027•13 Day Trip
$1,332 USD
Google Flights