D'awwwwwww, you beat me to it.This fight already happened in Return of the Dragon.
Bruce won that one. Besides Bruce was pretty well known as a streetfighter growing up in China, he got into trouble a lot. That is part of the reason he moved to the U.S., he got into some more trouble that caused him to have to run again. Chuck was more of a showman and professional, an athlete instead of a regular fighter. In a regular fight without rules or points I would have to give it to the guy who grew up fighting people. Chuck may do better in a tournament though.