Dave Chappelle is known for his comedy. Chappelle‘s Show made him explode in popularity, while his recent stand-up specials are rated as some of Dave Chappelle’s best. Fans might not know the comedian has appeared in several films in a variety of acting roles.
Movies like You’ve Got Mail feature Chappelle in more prominent roles, while he only has a few lines in other movies like Undercover Blues. Chappelle shows audiences he can act beyond the sketch comedy personas he takes on in his TV show with his feature roles. Fans have taken to IMDb to rate Chappelle’s best movies.
The Real Blonde — 6.0
The Real Blonde follows several characters involved in the fashion world of New York City. Matthew Modine and Catherine Keener star. Modine plays Joe, an aspiring actor who works a menial day job to support himself as he looks for his big break.
Chappelle appears when Joe gets a job as an extra in a Madonna music video. He plays the video’s assistant director, Zee. Chappelle is among several notable supporting actors, like Denis Leary and Elizabeth Berkley.
200 Cigarettes — 6.0
Dave Chappelle is among good company in 200 Cigarettes. The ensemble cast features several stars like Paul Rudd, Courtney Love, Ben Affleck, and Christina Ricci. The film follows the events of its many characters on New Year’s Eve in New York City. Chappelle interacts with many of the characters as a cab driver.
He is credited as Disco Cabbie. Fans of the film might say he brings the film together as a narrator of sorts among 200 Cigarettes‘ many personalities. Others might say his 70s disco persona helps bring consistent fun to its run-time.
Undercover Blues — 6.1
Undercover Blues follows the story of Dennis Quaid’s Jefferson Blue and Kathleen Turner’s Jane Blue in an action-comedy. The two are a couple of spies who are trying to leave their former life in pursuit of a calmer childhood for their daughter.
Dave Chappelle has the small role of Ozzie in the movie. It isn’t the comedian’s most prominent role in a feature by a long shot. However, IMDb users have rated it among the best films in which he appears.
Blue Streak — 6.3
Blue Streak tells the story of Miles Logan, a thief who poses as a police officer in an attempt to recover a stolen bounty he left behind. Some fans might not call Blue Streak one of Martin Lawrence’s best movies, but fans remember its jokes and action sequences.
Dave Chappelle plays Logan’s buddy and former partner in crime, Tulley. Viewers recall his sequences with Lawrence. Tully gets Logan into trouble as he is trying to convince the LAPD he is a legitimate cop. Fans might say their interaction makes for some of the film’s best moments.
Half Baked — 6.7
Dave Chappelle fans are likely more aware of Half Baked than any other film Dave Chappelle appears in. It follows the story of a group of friends who come up with a scheme to get their buddy out of prison. Chappelle co-wrote the movie with longtime collaborator Neal Brennan.
Chappelle stars as Thurgood Jenkins, a well-meaning janitor, and has an additional role as rapper Sir Smoke-a-Lot. Fans of the movie perhaps call it a cult classic. The movie showcases Chappelle’s ability as a comedic actor. He drives the film as the main character and Dave Chappelle gives Half Baked some of its funniest moments.
Robin Hood: Men In Tights — 6.7
Robin Hood: Men In Tights is a spoof movie satirizing the famous story of Robin Hood. The movie comes from legendary funnyman Mel Brooks and stars Cary Elwes as Robin Hood.
Dave Chappelle makes his first feature film appearance in the movie. He plays Achoo, son of the imprisoned Asneeze, in what fans of the film might call a delightful pun. He can be seen alongside Elwes’ Robin Hood in the film.
You’ve Got Mail — 6.7
Some fans call You’ve Got Mail one of the best rom-coms of the 1990s. It follows the story of Tom Hanks’ Joe Fox and Meg Ryan’s Kathleen Kelly. The two run a corporate book chain and independent book store respectively, and get involved romantically via online dating. However, they have no idea who they are in real life until the final events of the film.
Chappelle plays Kevin, Joe’s best friend. Joe asks him what to do about his conflicts in the story, both in his romantic relationship with Kathleen and in his business ventures with Fox Books. Viewers might say Chappelle holds is own alongside Hanks and delivers some of the movie’s funniest lines.
Con Air — 6.9
For many fans, Con Air is a modern classic. The action-thriller presents the story of prison aircraft delivering inmates to an Alabama prison and their attempt to take over the aircraft en route. The Nicolas Cage and John Malkovich-starring film is remembered by many for its high-paced action sequences.
Chappelle plays a small but important role as convict Joe “Pinball” Parker. He helps kick off the events of the movie when he starts a fire aboard the plane after it is revealed he has swallowed a tube of flamible liquid and a single match. Fans of the film may say his performance is both funny and spirited.
A Star Is Born — 7.6
A Star Is Born is Dave Chappelle’s highest rated movie on IMDb. The late 2010s version is one of five productions of A Star Is Born. It follows Bradley Cooper’s Jackson “Jack” Maine, an alcoholic musician who weds fellow music maker Lady Gaga’s Ally Maine.
Chappelle plays Jack’s best friend George “Noodles” Stone. Fans might say Chappelle gives his most dramatic acting in A Star Is Born of any movie he’s appeared in. The film was celebrated for its performances and earned several awards.
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