A printing system having: an order management terminal for instructing to create a printed matter, the order management terminal including; a communication interface section which obtains a list of destinations including a plurality of destination information and a distribution image information; and a printing instruction section which forms a printing instruction information including the destination information, the distribution image information and a print setting information and sends the printing instruction information to an image forming apparatus for creating the printed matter according to an instruction of the order management terminal; and the image forming apparatus including; an image forming section which executes printing of the destination information onto a cover sheet for each destination and printing of the distribution image information onto a distribution sheet continuously according to the printing instruction information; and a finishing section forming a printed.