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

Wednesday, July 15th, 2026

7 round-trip options

Returning
Mon, Jul 20, 2026•5 Day Trip
$477 USD
Google Flights
Returning
Wed, Jul 22, 2026•7 Day Trip
$405 USD
Google Flights
Returning
Thu, Jul 23, 2026•8 Day Trip
$419 USD
Google Flights
Returning
Fri, Jul 24, 2026•9 Day Trip
$479 USD
Google Flights
Returning
Sun, Jul 26, 2026•11 Day Trip
$499 USD
Google Flights
Returning
Mon, Jul 27, 2026•12 Day Trip
$469 USD
Google Flights
Returning
Wed, Jul 29, 2026•14 Day Trip
$469 USD
Google Flights