San Juan (SJU) to Chicago (ORD) flight deal in business from $879

American AirlinesAAAmerican Airlines
Round Trip•Business Class
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
United StatesORD

O'Hare International Airport

Chicago, United States
$1,034 USD
-15%$879 USD
Verified 13 days ago
Fair Availability
21% of dates checked are available within 10% of the lowest price

Sunday, December 20th, 2026

7 round-trip options

Returning
Fri, Dec 25, 2026•5 Day Trip
$1,397 USD
Google Flights
Returning
Sat, Dec 26, 2026•6 Day Trip
$1,367 USD
Google Flights
Returning
Sun, Dec 27, 2026•7 Day Trip
$1,462 USD
Google Flights
Returning
Mon, Dec 28, 2026•8 Day Trip
$1,307 USD
Google Flights
Returning
Tue, Dec 29, 2026•9 Day Trip
$1,307 USD
Google Flights
Returning
Fri, Jan 1, 2027•12 Day Trip
$1,177 USD
Google Flights
Returning
Sun, Jan 3, 2027•14 Day Trip
$1,177 USD
Google Flights