TMDb/Chappelle's Show Celebrity Dave Chappelle hints at a possible return of Chappelle's Show, sparking excitement about the future of comedy after years of refusing. April 22, 2026 AceShowbiz - Dave Chappelle is hinting at a possible return of the groundbreaking sketch series Chappelle's Show, sparking excitement about the future of comedy. For many years, Chappelle was clear that the show was behind him. He had walked away during the peak of its popularity, leaving a $50 million deal in 2005 due to creative burnout and dissatisfaction with the environment surrounding the show.