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

United AirlinesUAUnited Airlines
Round Trip•Economy
United StatesORD

O'Hare International Airport

Chicago, United States
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
$527 USD
-55%$237 USD
Verified 14 days ago
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Tuesday, August 18th, 2026

7 round-trip options

Returning
Sun, Aug 23, 2026•5 Day Trip
$468 USD
Google Flights
Returning
Tue, Aug 25, 2026•7 Day Trip
$242 USD
Google Flights
Returning
Wed, Aug 26, 2026•8 Day Trip
$237 USD
Google Flights
Returning
Thu, Aug 27, 2026•9 Day Trip
$237 USD
Google Flights
Returning
Sat, Aug 29, 2026•11 Day Trip
$242 USD
Google Flights
Returning
Sun, Aug 30, 2026•12 Day Trip
$319 USD
Google Flights
Returning
Tue, Sep 1, 2026•14 Day Trip
$242 USD
Google Flights