Chess programming is an old and venerable branch of game development. In the modern computing environment, it encompasses the development of chess engines, chess user interfaces (UIs), chess tournament broadcast tools, chess databases, endgame tablebases (EGTBs) and opening books. In this paper, the author shares his multi-year experience of utilizing most of these components of chess programming in teaching undergraduate courses in computer science (CS) and computer and information technology (CIT). The courses at different levels were taught at Edinboro University of Pennsylvania and, most recently, at Purdue Polytechnic Columbus, formerly called Purdue College of Technology Columbus. They involved teaching programming in C, C++ and Java, as well as system administration. We will discuss the courses' structure and learning outcomes, the choices of tools and equipment, how the courses progressed, individual assignments and team projects, the lessons learned, the specifics of getting the students engaged, and the author's plans for the future work aimed at improvement of programming and computer networking skills of Purdue Polytechnic students via their involvement in different aspects of chess programming. [For the full proceedings, see ED592847.]