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

Saturday, August 22nd, 2026

4 round-trip options

Returning
Sun, Aug 30, 2026•8 Day Trip
$287 USD
Google Flights
Returning
Mon, Aug 31, 2026•9 Day Trip
$347 USD
Google Flights
Returning
Wed, Sep 2, 2026•11 Day Trip
$242 USD
Google Flights
Returning
Thu, Sep 3, 2026•12 Day Trip
$267 USD
Google Flights