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 15 days ago
Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price

Wednesday, July 22nd, 2026

8 round-trip options

Returning
Mon, Jul 27, 2026•5 Day Trip
$464 USD
Google Flights
Returning
Tue, Jul 28, 2026•6 Day Trip
$444 USD
Google Flights
Returning
Wed, Jul 29, 2026•7 Day Trip
$444 USD
Google Flights
Returning
Fri, Jul 31, 2026•9 Day Trip
$503 USD
Google Flights
Returning
Sat, Aug 1, 2026•10 Day Trip
$464 USD
Google Flights
Returning
Sun, Aug 2, 2026•11 Day Trip
$414 USD
Google Flights
Returning
Mon, Aug 3, 2026•12 Day Trip
$414 USD
Google Flights
Returning
Wed, Aug 5, 2026•14 Day Trip
$396 USD
Google Flights