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

Wednesday, December 30th, 2026

5 round-trip options

Returning
Mon, Jan 4, 2027•5 Day Trip
$1,276 USD
Google Flights
Returning
Tue, Jan 5, 2027•6 Day Trip
$1,192 USD
Google Flights
Returning
Fri, Jan 8, 2027•9 Day Trip
$1,042 USD
Google Flights
Returning
Sat, Jan 9, 2027•10 Day Trip
$1,052 USD
Google Flights
Returning
Tue, Jan 12, 2027•13 Day Trip
$987 USD
Google Flights