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

Friday, July 10th, 2026

7 round-trip options

Returning
Wed, Jul 15, 2026•5 Day Trip
$317 USD
Google Flights
Returning
Fri, Jul 17, 2026•7 Day Trip
$347 USD
Google Flights
Returning
Sat, Jul 18, 2026•8 Day Trip
$329 USD
Google Flights
Returning
Sun, Jul 19, 2026•9 Day Trip
$448 USD
Google Flights
Returning
Tue, Jul 21, 2026•11 Day Trip
$379 USD
Google Flights
Returning
Wed, Jul 22, 2026•12 Day Trip
$374 USD
Google Flights
Returning
Fri, Jul 24, 2026•14 Day Trip
$446 USD
Google Flights