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

Sunday, October 11th, 2026

5 round-trip options

Returning
Fri, Oct 16, 2026•5 Day Trip
$982 USD
Google Flights
Returning
Mon, Oct 19, 2026•8 Day Trip
$986 USD
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Returning
Tue, Oct 20, 2026•9 Day Trip
$982 USD
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Returning
Wed, Oct 21, 2026•10 Day Trip
$977 USD
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Returning
Sat, Oct 24, 2026•13 Day Trip
$982 USD
Google Flights