Did anyone in the 1930s point out Adolf Hitlers resemblance to Charlie Chaplin? I am watching the 1980s made for TV miniseries "The winds of War" A character in the show refers to Hitler as "The little tramp" I am aware Chaplin made a movie where he played a very Hitler like character but I am wondering if the was at all a part of popular culture of the era?
I can tell you that in the film you are referring to, "The Great Dictator", Chaplin plays a dopey but good-hearted character very similar to his popular character "The Tramp" who is mistaken for a ruthless, evil dictator. So if nobody else noted the similarity, which I'm sure is not the case, Charlie Chaplin did.
Ernst Hanfstaengl is known to be one of Hitler's confidants. As a result of the Hanfstaengl family business, Ernst and Chaplin became acquainted ("Hitler-The Missing Years" P28 link here) I know that this is conjecture but it is not too presumptuous to assume that Hanfstaengl might have brought up their (Hitler's and Chaplin's) facial similarities on one or more occasions.