Oof yeah, I’m pretty sure I’ve never beaten a CPU chess player. There was a chess on the games floppy, which my dad brought from work alongside the 286 that he brought home for summer holidays a couple of times. I also remember fondly playing one of those electronic chess games at a library (in Kajaani, Finland, in the late 80s or early 90s!)
Incidentally, I’m playing Shotgun King: The Final Checkmate obsessively right now … not a DOS game, but you _could_ make it in DOS I’m pretty sure!