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

Monday, July 27th, 2026

7 round-trip options

Returning
Sat, Aug 1, 2026•5 Day Trip
$477 USD
Google Flights
Returning
Mon, Aug 3, 2026•7 Day Trip
$544 USD
Google Flights
Returning
Tue, Aug 4, 2026•8 Day Trip
$464 USD
Google Flights
Returning
Wed, Aug 5, 2026•9 Day Trip
$442 USD
Google Flights
Returning
Fri, Aug 7, 2026•11 Day Trip
$464 USD
Google Flights
Returning
Sat, Aug 8, 2026•12 Day Trip
$503 USD
Google Flights
Returning
Mon, Aug 10, 2026•14 Day Trip
$482 USD
Google Flights