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, October 18th, 2026

6 round-trip options

Returning
Fri, Oct 23, 2026•5 Day Trip
$977 USD
Google Flights
Returning
Sat, Oct 24, 2026•6 Day Trip
$977 USD
Google Flights
Returning
Wed, Oct 28, 2026•10 Day Trip
$987 USD
Google Flights
Returning
Thu, Oct 29, 2026•11 Day Trip
$982 USD
Google Flights
Returning
Sat, Oct 31, 2026•13 Day Trip
$982 USD
Google Flights
Returning
Sun, Nov 1, 2026•14 Day Trip
$977 USD
Google Flights