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

Tuesday, December 29th, 2026

7 round-trip options

Returning
Sun, Jan 3, 2027•5 Day Trip
$1,419 USD
Google Flights
Returning
Mon, Jan 4, 2027•6 Day Trip
$875 USD
Google Flights
Returning
Tue, Jan 5, 2027•7 Day Trip
$819 USD
Google Flights
Returning
Thu, Jan 7, 2027•9 Day Trip
$793 USD
Google Flights
Returning
Sat, Jan 9, 2027•11 Day Trip
$814 USD
Google Flights
Returning
Sun, Jan 10, 2027•12 Day Trip
$814 USD
Google Flights
Returning
Mon, Jan 11, 2027•13 Day Trip
$659 USD
Google Flights