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

Thursday, December 24th, 2026

7 round-trip options

Returning
Tue, Dec 29, 2026•5 Day Trip
$842 USD
Google Flights
Returning
Wed, Dec 30, 2026•6 Day Trip
$842 USD
Google Flights
Returning
Thu, Dec 31, 2026•7 Day Trip
$826 USD
Google Flights
Returning
Sat, Jan 2, 2027•9 Day Trip
$1,657 USD
Google Flights
Returning
Mon, Jan 4, 2027•11 Day Trip
$988 USD
Google Flights
Returning
Tue, Jan 5, 2027•12 Day Trip
$932 USD
Google Flights
Returning
Wed, Jan 6, 2027•13 Day Trip
$847 USD
Google Flights