Comedy The Best Dave Chappelle Movies  

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612 votes 206 voters 50.2k views 22 items

List Rules Vote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Dave Chappelle movies, ranked best to worst with movie trailers when available. Dave Chappelle's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Dave Chappelle movies is decided by how many votes they receive, so only highly rated Dave Chappelle movies will be at the top of the list. Dave Chappelle has been in a lot of films, so people often debate each other over what the greatest Dave Chappelle movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Dave Chappelle films to end the squabble once and for all.

If you think the best Dave Chappelle role isn't at the top, then upvote it so it has the chance to become number one. The greatest Dave Chappelle performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

This list features films like The Nutty Professor and The Real Blonde.

"This list answers the questions, "What are the best Dave Chappelle movies?" and "What are the greatest Dave Chappelle roles of all time?"
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1
86 7
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Snoop Dogg, Jon Stewart, Willie Nelson Half Baked is a 1998 American stoner comedy film starring Dave Chappelle, Jim Breuer, Harland Williams and Guillermo Díaz. The film was directed by Tamra Davis, co-written by Chappelle ...more

2
52 6
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Neil Patrick Harris, Denise Richards, Dave Chappelle Undercover Brother is a 2002 American action comedy film starring Eddie Griffin and directed by Malcolm D. Lee. The screenplay is by Michael McCullers and co-executive producer John Ridley, who ...more

3
29 2
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Dave Chappelle, Albert Precourt Dave Chappelle: Killin' Them Softly is a 2000 comedy documentary film written by Dave Chappelle and directed by Stan Lathan.

4
37 7
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Eddie Murphy, Jada Pinkett Smith, Dave Chappelle The Nutty Professor is a 1996 American science fiction comedy film starring Eddie Murphy. It is a remake of the 1963 film of the same name, which starred Jerry Lewis, and was itself based on ...more

5
35 6
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Patrick Stewart, Mel Brooks, Dave Chappelle Robin Hood: Men in Tights is a 1993 French-American musical adventure comedy film and a parody of the Robin Hood story. Produced and directed by Mel Brooks, the film stars Cary Elwes, Richard ...more

6
35 7
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Martin Lawrence, Dave Chappelle, Octavia Spencer Blue Streak is a 1999 film, directed by Les Mayfield with Martin Lawrence. The director has also directed other famous films, including the remake of Miracle on Thirty-fourth Street in 1994. In ...more

7
24 3
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Nicolas Cage, John Malkovich, Steve Buscemi Con Air is a 1997 American action film directed by Simon West and produced by Jerry Bruckheimer, producer of The Rock. It stars Nicolas Cage, John Cusack, and John Malkovich. The film borrows ...more

8
19 2
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Janice Dickinson, Dave Chappelle, Ron Jeremy I'm Rick James is a 2007 documentary film by Perry Santos from Shoreline Entertainment.

9
26 4
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Dave Chappelle, Greer Barnes Dave Chappelle: For What It's Worth is a 2004 television special starring stand-up comedian Dave Chappelle. The performance was recorded at The Fillmore in San Francisco, California in June ...more

10
26 4
You've Got Mail is listed (or ranked) 10 on the list The Best Dave Chappelle Movies
Tom Hanks, Meg Ryan, Sara Ramirez You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron, starring Tom Hanks and Meg Ryan. It was written by Nora and Delia Ephron based on the 1937 play Parfumerie ...more

11
29 6
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Sarah Silverman, Danny DeVito, Dave Chappelle Screwed is a 2000 American comedy film, written and directed by Scott Alexander and Larry Karaszewski. It stars Norm Macdonald, Dave Chappelle, Danny DeVito, Elaine Stritch, Daniel Benzali, ...more

12
19 3
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Bradley Cooper, Lady Gaga, Sam Elliott A Star Is Born is a 2018 American musical romantic drama film directed by Bradley Cooper. A movie star (Cooper) helps a young singer/actress (Stefani Germanotta) find fame, even as age and ...more

13
16 2
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LL Cool J, Jada Pinkett Smith, Dave Chappelle Woo is a 1998 romantic comedy film, directed by Daisy V.S. Mayer, and starring Jada Pinkett Smith in the title role. Tommy Davidson co-stars. Woo was filmed in 1996.

14
18 4
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Common, Mos Def, Dave Chappelle Dave Chappelle's Block Party, also known as Block Party, is a 2005 documentary film hosted and written by comedian Dave Chappelle, and directed by Michel Gondry. Its format is inspired by the ...more

15
12 3
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Kate Hudson, Courtney Love, Ben Affleck 200 Cigarettes is a 1999 American ensemble comedy film directed by Risa Bramon Garcia, and written by Shana Larsen. The film is a mosaic following multiple characters in New York City on New ...more

16
16 7
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Moby, Dave Chappelle, Bam Bam Bigelow Joe's Apartment is a 1996 musical-comedy film starring Jerry O'Connell and Megan Ward and the first film produced by MTV Films. It was based on a 1992 short film first made for MTV. The film was ...more

17
7 3
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High Times Greatest Hits Snoop Dogg, Dave Chappelle, Redman

18
6 2
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Matthew Perry, Dave Chappelle, Calista Flockhart Getting In, also known as Student Body, is a 1994 American comedy film directed by Doug Liman starring Andrew McCarthy and Stephen Mailer.

19
6 3
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Open Mic Dave Chappelle, Jim Breuer, Shawn Wayans

20
6 4
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Kathleen Turner, Dennis Quaid, Dave Chappelle Undercover Blues is a 1993 comedy film about a family of secret agents, starring Kathleen Turner and Dennis Quaid. The film was written by Ian Abrams and directed by Herbert Ross.

21
6 5
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Jamie Foxx, LL Cool J, Dave Chappelle

22
6 6
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Kathleen Turner, Steve Buscemi, Christopher Lloyd The Real Blonde is a 1998 movie directed and written by Tom DiCillo. It stars Matthew Modine, Catherine Keener, and Maxwell Caulfield. The film is a satire on New York's fashion and ...more