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, July 20th, 2026

8 round-trip options

Returning
Sat, Jul 25, 2026•5 Day Trip
$576 USD
Google Flights
Returning
Sun, Jul 26, 2026•6 Day Trip
$563 USD
Google Flights
Returning
Mon, Jul 27, 2026•7 Day Trip
$563 USD
Google Flights
Returning
Wed, Jul 29, 2026•9 Day Trip
$543 USD
Google Flights
Returning
Thu, Jul 30, 2026•10 Day Trip
$539 USD
Google Flights
Returning
Fri, Jul 31, 2026•11 Day Trip
$602 USD
Google Flights
Returning
Sat, Aug 1, 2026•12 Day Trip
$563 USD
Google Flights
Returning
Mon, Aug 3, 2026•14 Day Trip
$513 USD
Google Flights