A printing system includes: a printer driver; a server that receives a print job, and transfers the received print job; and a printing apparatus that executes the print job, the server including: a management part that stores and manages print management information; and a hardware processor that determines whether to permit printing concerning a print job, the printer driver having functions as: a job creation part that creates a print job; a duplication management part that acquires, stores, and manages a duplication of the print management information; a confirmation part that confirms whether the server is available; a print permission confirmation part that requests the server to determine whether to permit printing if the server is available, and determines whether to permit printing by using the print management information if the server is unavailable; and a direct transmission part that directly transmits the print job to the printing apparatus.