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, November 22nd, 2026

7 round-trip options

Returning
Fri, Nov 27, 2026•5 Day Trip
$1,157 USD
Google Flights
Returning
Sat, Nov 28, 2026•6 Day Trip
$1,147 USD
Google Flights
Returning
Sun, Nov 29, 2026•7 Day Trip
$1,207 USD
Google Flights
Returning
Mon, Nov 30, 2026•8 Day Trip
$1,127 USD
Google Flights
Returning
Tue, Dec 1, 2026•9 Day Trip
$1,037 USD
Google Flights
Returning
Fri, Dec 4, 2026•12 Day Trip
$1,037 USD
Google Flights
Returning
Sun, Dec 6, 2026•14 Day Trip
$1,032 USD
Google Flights