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 31st, 2026

7 round-trip options

Returning
Tue, Jan 5, 2027•5 Day Trip
$731 USD
Google Flights
Returning
Wed, Jan 6, 2027•6 Day Trip
$671 USD
Google Flights
Returning
Thu, Jan 7, 2027•7 Day Trip
$732 USD
Google Flights
Returning
Sat, Jan 9, 2027•9 Day Trip
$751 USD
Google Flights
Returning
Mon, Jan 11, 2027•11 Day Trip
$596 USD
Google Flights
Returning
Tue, Jan 12, 2027•12 Day Trip
$521 USD
Google Flights
Returning
Wed, Jan 13, 2027•13 Day Trip
$521 USD
Google Flights