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 6th, 2026

7 round-trip options

Returning
Fri, Dec 11, 2026•5 Day Trip
$1,111 USD
Google Flights
Returning
Sat, Dec 12, 2026•6 Day Trip
$1,021 USD
Google Flights
Returning
Sun, Dec 13, 2026•7 Day Trip
$1,107 USD
Google Flights
Returning
Mon, Dec 14, 2026•8 Day Trip
$1,017 USD
Google Flights
Returning
Tue, Dec 15, 2026•9 Day Trip
$986 USD
Google Flights
Returning
Fri, Dec 18, 2026•12 Day Trip
$1,339 USD
Google Flights
Returning
Sun, Dec 20, 2026•14 Day Trip
$1,211 USD
Google Flights