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

Thursday, September 24th, 2026

7 round-trip options

Returning
Tue, Sep 29, 2026•5 Day Trip
$457 USD
Google Flights
Returning
Wed, Sep 30, 2026•6 Day Trip
$457 USD
Google Flights
Returning
Thu, Oct 1, 2026•7 Day Trip
$457 USD
Google Flights
Returning
Fri, Oct 2, 2026•8 Day Trip
$457 USD
Google Flights
Returning
Sat, Oct 3, 2026•9 Day Trip
$457 USD
Google Flights
Returning
Mon, Oct 5, 2026•11 Day Trip
$457 USD
Google Flights
Returning
Wed, Oct 7, 2026•13 Day Trip
$457 USD
Google Flights