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

Thursday, October 1st, 2026

7 round-trip options

Returning
Tue, Oct 6, 2026•5 Day Trip
$457 USD
Google Flights
Returning
Thu, Oct 8, 2026•7 Day Trip
$462 USD
Google Flights
Returning
Fri, Oct 9, 2026•8 Day Trip
$457 USD
Google Flights
Returning
Mon, Oct 12, 2026•11 Day Trip
$479 USD
Google Flights
Returning
Tue, Oct 13, 2026•12 Day Trip
$462 USD
Google Flights
Returning
Wed, Oct 14, 2026•13 Day Trip
$462 USD
Google Flights
Returning
Thu, Oct 15, 2026•14 Day Trip
$462 USD
Google Flights