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

Friday, December 25th, 2026

7 round-trip options

Returning
Wed, Dec 30, 2026•5 Day Trip
$987 USD
Google Flights
Returning
Thu, Dec 31, 2026•6 Day Trip
$977 USD
Google Flights
Returning
Fri, Jan 1, 2027•7 Day Trip
$1,077 USD
Google Flights
Returning
Sat, Jan 2, 2027•8 Day Trip
$1,077 USD
Google Flights
Returning
Sun, Jan 3, 2027•9 Day Trip
$1,077 USD
Google Flights
Returning
Wed, Jan 6, 2027•12 Day Trip
$987 USD
Google Flights
Returning
Fri, Jan 8, 2027•14 Day Trip
$1,012 USD
Google Flights