A printing system and method for printing selected images on a web page. The web page is automatically analyzed to identify image files associated with the web page, and the image files are automatically filtering according to predetermined criteria so as to identify qualified image files. At least one of the qualified image files is selected for printing, and then printed. A proof sheet having an image identifier and a corresponding selection area or image specifier for each image file may be printed. Selection areas of the proof sheet can be marked to indicate the image files to be printed and then optically scanned to detect the images selected for printing, or the image specifiers can be entered into the printing system to specify the images selected for printing.