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 13 days ago
Great Availability
60% of dates checked are available within 10% of the lowest price

Monday, August 3rd, 2026

5 round-trip options

Returning
Sat, Aug 8, 2026•5 Day Trip
$997 USD
Google Flights
Returning
Tue, Aug 11, 2026•8 Day Trip
$1,047 USD
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Returning
Thu, Aug 13, 2026•10 Day Trip
$997 USD
Google Flights
Returning
Fri, Aug 14, 2026•11 Day Trip
$997 USD
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Returning
Sat, Aug 15, 2026•12 Day Trip
$997 USD
Google Flights