The present disclosure relates to an image processing apparatus and method, a program, and an image processing system that enable detection of a positional and directional shift of a camera while the vehicle is running.An image processing IC performs a calibration process on four cameras, using image signals from the four cameras, sensing information from a sensing chip, and information detected from a drive system unit or the like from a control microcomputer. For example, the image processing calibrates at least the orientations of the cameras disposed at the front and the rear, in accordance with the infinite point in the running background. Using the correction values obtained through the orientation calibration, the image processing IC generates overhead images of the respective cameras. Using the generated overhead images, the image processing IC achieves continuity between the line segments between the adjacent cameras, and checks the continuity of first derivation of the line segments with respect to the running direction. By doing so, the image processing IC performs calibration on the right and left cameras. The present disclosure can be applied to a camera calibration system that includes a plurality of cameras and a processing device that calibrates the cameras, for example.