Chicago (ORD) to San Juan (SJU) flight deal in economy from $237

American AirlinesAAAmerican Airlines
Round Trip•Economy
United StatesORD

O'Hare International Airport

Chicago, United States
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
$434 USD
-45%$237 USD
Verified 14 days ago
Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price

Friday, August 14th, 2026

4 round-trip options

Returning
Sat, Aug 22, 2026•8 Day Trip
$352 USD
Google Flights
Returning
Sun, Aug 23, 2026•9 Day Trip
$387 USD
Google Flights
Returning
Tue, Aug 25, 2026•11 Day Trip
$361 USD
Google Flights
Returning
Wed, Aug 26, 2026•12 Day Trip
$361 USD
Google Flights