San Juan (SJU) to Chicago (ORD) flight deal in economy from $237

United AirlinesUAUnited Airlines
Round Trip•Economy
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
United StatesORD

O'Hare International Airport

Chicago, United States
$529 USD
-55%$237 USD
Verified 14 days ago
Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price

Monday, September 21st, 2026

7 round-trip options

Returning
Sat, Sep 26, 2026•5 Day Trip
$457 USD
Google Flights
Returning
Mon, Sep 28, 2026•7 Day Trip
$457 USD
Google Flights
Returning
Tue, Sep 29, 2026•8 Day Trip
$457 USD
Google Flights
Returning
Fri, Oct 2, 2026•11 Day Trip
$457 USD
Google Flights
Returning
Sat, Oct 3, 2026•12 Day Trip
$457 USD
Google Flights
Returning
Sun, Oct 4, 2026•13 Day Trip
$457 USD
Google Flights
Returning
Mon, Oct 5, 2026•14 Day Trip
$457 USD
Google Flights