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 16 days ago
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Monday, November 23rd, 2026

7 round-trip options

Returning
Sat, Nov 28, 2026•5 Day Trip
$1,039 USD
Google Flights
Returning
Sun, Nov 29, 2026•6 Day Trip
$837 USD
Google Flights
Returning
Mon, Nov 30, 2026•7 Day Trip
$768 USD
Google Flights
Returning
Wed, Dec 2, 2026•9 Day Trip
$533 USD
Google Flights
Returning
Fri, Dec 4, 2026•11 Day Trip
$533 USD
Google Flights
Returning
Sat, Dec 5, 2026•12 Day Trip
$533 USD
Google Flights
Returning
Sun, Dec 6, 2026•13 Day Trip
$598 USD
Google Flights