San Juan (SJU) to Chicago (ORD) flight deal in economy from $191

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
$464 USD
-59%$191 USD
Verified about 4 hours ago
Rare Availability
5% of dates checked are available within 10% of the lowest price

Monday, December 21st, 2026

10 round-trip options

Returning
Sat, Dec 26, 2026•5 Day Trip
$1,008 USD
Google Flights
Returning
Sun, Dec 27, 2026•6 Day Trip
$693 USD
Google Flights
Returning
Mon, Dec 28, 2026•7 Day Trip
$595 USD
Google Flights
Returning
Tue, Dec 29, 2026•8 Day Trip
$506 USD
Google Flights
Returning
Wed, Dec 30, 2026•9 Day Trip
$489 USD
Google Flights
Returning
Thu, Dec 31, 2026•10 Day Trip
$296 USD
Google Flights
Returning
Fri, Jan 1, 2027•11 Day Trip
$386 USD
Google Flights
Returning
Sat, Jan 2, 2027•12 Day Trip
$390 USD
Google Flights
Returning
Sun, Jan 3, 2027•13 Day Trip
$434 USD
Google Flights
Returning
Mon, Jan 4, 2027•14 Day Trip
$378 USD
Google Flights