Sure enough, Santo was immensely popular during his 21 seasons in the Cubs booth, the majority of them with Pat Hughes. He was among an elite list of WGN Radio broadcasters that included Hall of Famers Harry Caray (who did the middle innings on radio during the early part of his Cubs tenure), Milo Hamilton and the highly underrated Vince Lloyd, who formed a memorable long-time team with "The Good Kid," Lou Boudreau.