All 43 Dave Chappelle Movies (in Order)

Published: 2025-05-24T11:09:13.562Z

Get ready to dive into the hilarious world of Dave Chappelle as we bring you a roundup of his best films! From his iconic stand-up performances to his memorable roles in movies, we've collected all the essential details for you to enjoy. So, sit back, grab your popcorn, and let's explore the hilarious world of Dave Chappelle through his movies.

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1. The End of August (1981)

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The End of August, " a 1981 drama film directed by Bob Graham, delves into family relationships and the emotional journey of a woman in the turn of the century South. Based on a novel written by Kate Chopin, the movie captures the struggle of a wife and mother who yearns for more than a mundane life, ultimately leading her to have an affair with a younger man.



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2. Undercover Blues (1993)

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Undercover Blues is a 1993 American comedy film directed by Herbert Ross and starring Kathleen Turner and Dennis Quaid. The movie tells the hilarious story of a spy couple, Bob and Janet, played by Quaid and Turner, who are on maternity leave in New Orleans.



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3. Robin Hood: Men in Tights (1993)

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Get ready for a rip-roaring, archery-filled adventure with Robin Hood: Men in Tights! This 1993 film, helmed by the master of comedy and spoof, Mel Brooks, takes Robin Hood's tale to a whole new level of hilarity. With a star-studded cast that includes Cary Elwes, Richard Lewis, and Roger Rees, this comedy masterpiece sees the beloved outlaw donning different tights and taking on an array of laughable antics.



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4. Getting In (1994)

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Getting In" (1994) is a unique comedy, romance, and thriller with an intriguing plot that will keep you on the edge of your seat. The film follows a group of applicants eagerly awaiting acceptance into a prestigious medical school. However, their dreams are quickly shattered when a mysterious and desperate student finds himself on the waiting list and the bizarre occurrences ensue in a hilarious and dark fashion.



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5. Joe's Apartment (1996)

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Joe's Apartment" (1996) is a quirky, imaginative film that tells the story of a down-on-his-luck guy, who moves to New York City, hoping to start fresh. However, his dreams quickly turn into a nightmare as he discovers his run-down apartment is not just a cheap place to live, but also a home to thousands of singing, dancing, and performing cockroaches! .



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6. The Nutty Professor (1996)

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The Nutty Professor" is a hilarious comedy that tells the story of a kind-hearted yet overweight science professor, Sherman Klump. Desperate to win the affection of his dream woman, Sherman stumbles upon a special chemical that miraculously transforms him into a slim, confident version of himself - the obnoxious Buddy Love. As he navigates life with his new persona, Sherman must learn to balance his split personalities and figure out which one truly holds the keys to his happily ever after.



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7. Con Air (1997)

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Con Air" is a high-octane, action-packed thriller from 1997 directed by Simon West and written by Scott Rosenberg. Starring Nicolas Cage, John Cusack, and John Malkovich, the film follows Cameron Poe, a newly-paroled ex-con and former U. S. Ranger, who becomes embroiled in an airplane hijacking when the passengers seize control.



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8. The Real Blonde (1997)

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The Real Blonde is a hilarious, offbeat tale set in Manhattan, where Joe and Mary, the quirky and loving couple, find themselves in the midst of a satirical comedy of misunderstandings and hilarious twists. Joe, a perpetual wannabe actor with a knack for bizarre jobs, and Mary, a successful makeup artist who always manages to bring a touch of glamour to her work, lead an unconventional life.



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9. You've Got Mail (1998)

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You've Got Mail" is a heartwarming tale of love, rivalry, and the power of the internet. Set in the era when online communication was just beginning to sweep the nation, the film brings together two seemingly incompatible characters: Joe Fox, the ruthless owner of a giant book superstore chain, and Kathleen Kelly, the passionate proprietor of a small, independent bookstore.



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10. Comic Relief VIII (1998)

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Comic Relief VIII, released in 1998, was a must-see comedy event that brought together some of the biggest names in stand-up comedy. This four-hour concert film featured legendary comedians Billy Crystal, Whoopi Goldberg, and Robin Williams, all supporting an incredible cause - Comic Relief, a charity organization that aims to raise awareness and funds to eradicate poverty.



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11. Woo (1998)

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Woo is a delightful romantic comedy from 1998, starring the ever-charismatic Jada Pinkett Smith and Tommy Davidson. Directed by Daisy von Scherler Mayer and written by David C. Johnson, the film follows the charming and outgoing character Woo as she goes on a blind date with the insecure and straight-laced law clerk Tim.



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12. Half Baked (1998)

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Get ready for a wild and wacky ride with "Half Baked, " a 1998 comedy-crime film starring the hilarious duo of Dave Chappelle and Jim Breuer. The story follows three men who find themselves in a series of absurd attempts to free a friend from jail, all while navigating the challenges of friendship, roommates, and the power of marijuana.



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13. 200 Cigarettes (1999)

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200 Cigarettes is a 1999 American comedy-drama film that takes a light-hearted look at the lives of twentysomethings dealing with relationships, loneliness, desire, and their unique neuroses. Set on New Year's Eve in 1981, the story unfolds in New York City, where a diverse group of characters come together to celebrate the start of a new year.



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14. Blue Streak (1999)

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Blue Streak" is a hilarious action-comedy movie that tells the story of a man who, after being released from prison, decides to impersonate a police officer in order to get his hands on a valuable diamond he had stolen years ago. The film stars Martin Lawrence as the convict and Luke Wilson as the detective who gets caught up in the chaos. As the fake cop and the real detective work together to stop the criminal, they find themselves dealing with a number of double crosses and unexpected twists.



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15. Screwed (2000)

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Screwed", a 2000 release from Universal Pictures, is a quirky comedy-crime movie that promises to tickle your funny bone. Set in the world of wealth and luxury, the film revolves around a chauffeur who takes matters into his own hands when his rich boss's valuable dog goes missing. With a ransom demanded, the chauffeur and his partner concoct a hilariously misguided plan to get their paws on the prize.



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16. Undercover Brother (2002)

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Discover the thrilling world of espionage and politics in "Undercover Brother" (2002)! This action-packed comedy follows a group of secret agents, including the suave and stylish Undercover Brother, as they work tirelessly to protect a black candidate's presidential campaign from the malicious intervention of "The Man. "



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17. BET Comedy Awards (2004)

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Get ready for a night of laughter and celebration! . The BET Comedy Awards, hosted by the dynamic Steve Harvey, honored the best in television and film comedy on September 28, 2004. Held at the beautiful Pasadena Civic Auditorium in Pasadena, California, and broadcasted live on the Black Entertainment Television network, this star-studded event showcased the hilarious talents of African American comedians and celebrated their achievements.



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18. Kanye West: College Dropout - Video Anthology (2005)

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Kanye West: College Dropout - Video Anthology" is a documentary music compilation that showcases the creative journey and inspiring music of the legendary rapper and artist Kanye West. This captivating anthology delves into Kanye's rise in the hip-hop world and his unique ability to blend different genres and influences.



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19. Dave Chappelle's Block Party (2005)

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Dave Chappelle's Block Party is a captivating documentary featuring the comedian's witty humor and musical performances. Set in the 1970s, this film tells the story of a large-scale block party in a predominantly African American neighborhood. Combining elements of comedy and music, the party features performances by renowned artists Lauryn Hill and Yasiin Bey.



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20. Last Laugh '05 (2005)

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Last Laugh '05, also known as Last Laugh '05 (2005), is a lively comedy-musical film released in 2005. With a runtime of 1 hour and 45 minutes, this entertaining flick combines humor and music that will keep you giggling throughout the movie.



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21. Richard Pryor: Omit the Logic (2013)

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Richard Pryor: Omit the Logic" is an intimate and intriguing documentary that unravels the complex life and times of one of the greatest stand-up comedians of all time. From humble beginnings to meteoric success, the film delves into the triumphs and challenges faced by Richard Pryor, a comedian whose unique blend of humor and raw honesty continues to captivate audiences.



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22. New World Order: Communism by Backdoor (2014)

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Explore the shocking revelation of covert Communism in the Western world after World War Two with New World Order: Communism by Backdoor. This hard-hitting, four-hour documentary by Dennis Wise exposes a secret, decades-long conspiracy that has shaped our world.



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23. Chi-Raq (2015)

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Chi-Raq, " a modern retelling of the ancient Greek play "Lysistrata" by Aristophanes, delves into the grim reality of gang violence in Chicago, Illinois. Spike Lee brilliantly blends comedy, crime, and drama in this thought-provoking adaptation, tackling the harsh issues that plague contemporary society. Starring Nick Cannon, Teyonah Parris, and Wesley Snipes, the movie has garnered both praise and controversy for its satirical take on urban struggles.



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24. The 18th Annual Mark Twain Prize for American Humor: Celebrating Eddie Murphy (2015)

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The 18th Annual Mark Twain Prize for American Humor: Celebrating Eddie Murphy" is a comedic event that celebrates the remarkable career of the legendary Eddie Murphy. Released in 2015 and featuring a runtime of 1 hour and 25 minutes, this special showcases some of the best stand-up comedy moments from the life of Eddie Murphy.



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25. The Oscars (2016)

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The Oscars" delivers viewers an exclusive look at the 88th Academy Awards ceremony, honoring exceptional achievement in film from 2015. Featuring star-studded appearances by the likes of Chris Rock, Emily Blunt, and Charlize Theron, this memorable event boasts a runtime of 2 hours and 55 minutes. The Oscars ceremony, hosted by Chris Rock, celebrates the pinnacle of cinematic accomplishments, and features a stellar lineup of performances and speeches.



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26. BET Presents Love & Happiness: An Obama Celebration (2016)

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Experience an unforgettable night of music, love, and celebration in "BET Presents Love & Happiness: An Obama Celebration, " starring Regina Hall and Terrence Jenkins. This TV special, released in 2016, captures the magic of a White House concert held to honor Barack Obama's 8-year presidency and his beloved wife Michelle Obama.



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27. The Last Laugh (2016)

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The Last Laugh, a thought-provoking 2016 documentary, delves into the complexities of comedic boundaries, specifically focusing on the challenging subjects of Nazi atrocities, dark humor, and the perspectives of holocaust survivors. Renowned comedians such as Mel Brooks, Sarah Silverman, and Gilbert Gottfried contribute their unique insights, blurring the line between humor and uncomfortable truths.



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28. The 40th Annual Kennedy Center Honors (2017)

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Experience the spectacular 40th Annual Kennedy Center Honors, an unforgettable celebration of excellence and entertainment. This one-hour and 31-minute TV special pays tribute to legendary artists Gloria Estefan, Norman Lear, LL COOL J, Carmen de Lavallade, and Lionel Richie. With an impressive lineup of stars, including Quincy Jones and Gloria Estefan, the honorees are welcomed into the prestigious Kennedy Center family.



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29. Taking the Stage: African American Music and Stories That Changed America (2017)

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Taking the Stage: African American Music and Stories That Changed America" is a powerful and inspiring TV special that celebrates the lives and contributions of African-Americans around the globe. The event marks the grand opening of the Smithsonian's National Museum of African American History and Culture in Washington, D. C. and features a lineup of exceptional personalities.



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30. Def Comedy Jam 25 (2017)

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Celebrate 25 years of groundbreaking comedy as Def Comedy Jam 25 takes you on a hilarious journey through the iconic HBO series that dominated the 90s. In this star-studded TV special, witness surprise guests and heartfelt tributes as they pay homage to the unforgettable moments that have left audiences laughing for a quarter of a century. Bringing together an all-star cast including Dave Chappelle, Tiffany Haddish, and Steve Harvey, Def Comedy Jam 25 is a must-see for any comedy lover.



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31. Behind the Curve (2018)

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Behind the Curve" is a riveting documentary film that delves into a unique community of people with an unwavering belief in the Earth's flatness. This small yet intriguing group of Flat Earthers firmly believes in a global conspiracy to hide the truth. The film's director, Daniel J. Clark, explores this controversial theory by interviewing key figures in the Flat Earth community, allowing viewers to gain an intimate understanding of their thoughts and beliefs. With a runtime of 1 hour and 36 minutes, the movie captures the essence of the Flat Earth phenomenon, leaving viewers questioning what they think they know about the shape of our planet.



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32. Quincy (2018)

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Quincy" is a riveting documentary that delves into the life of legendary music icon Quincy Jones. With a career spanning seven decades, Jones has broken racial and cultural barriers, profoundly impacting American music and culture. This unique film takes viewers on a remarkable journey through the life of the groundbreaking music producer who has transcended generations.



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33. The Oscars (2018)

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Dive into the glamour and excitement of the 90th Annual Academy Awards ceremony, hosted by the charismatic Jimmy Kimmel. This prestigious event celebrates the achievements in the film industry for the year 2017, as the world's biggest stars gather to recognize and pay tribute to their fellow artists.



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34. Pulsions (2018)

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Pulsions" is a French comedy film released in 2018, which has managed to garner an impressive IMDb rating of 7.7. Despite the lack of official release dates, this movie promises to deliver a unique and engaging experience for its fans.



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35. Robin Williams: Come Inside My Mind (2018)

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Robin Williams: Come Inside My Mind" is a revealing and insightful documentary film that takes us on an intimate journey into the life and work of the legendary actor and comedian, Robin Williams. Directed by Marina Zenovich and produced by Jigsaw Productions, this HBO documentary is a poignant retrospective that showcases the various facets of Williams's illustrious career while providing a deeper understanding of the man behind the humor and the art.



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36. 2018 Soul Train Awards (2018)

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Get ready for an extravagant celebration of music, culture, and style as the 2018 Soul Train Awards come to life! . This star-studded event, held on November 25, 2018, in Las Vegas, Nevada, is a tribute to the incredible accomplishments of musicians of color in 2017.



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37. Tamborine (2018)

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Get ready for an unforgettable night of laughter as Chris Rock takes the stage in Brooklyn for a comedy special that's sure to leave audiences in stitches. Filled with his signature sharp wit and searing observations, Tamborine (2018) delves into the heavy subject matter of fatherhood, infidelity, and American politics. With the guidance of director Bo Burnham, Chris Rock expertly navigates these topics, weaving in moments of raw vulnerability and side-splitting humor.



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38. A Star Is Born (2018)

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A Star Is Born" is a gripping drama that explores the intimate relationship between a musician and a young singer, as they navigate the world of fame and personal struggles. Directed by Bradley Cooper, this heart-rending film showcases the power of music and the complexities of human connections.



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39. Q 85: A Musical Celebration For Quincy Jones (2018)

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Join a star-studded celebration of music and culture in honor of legendary producer Quincy Jones, as he turns 85 in Q 85: A Musical Celebration For Quincy Jones. This captivating special invites musical guests and heartfelt tributes to pay homage to the iconic artist who has left an indelible mark on the world of rhythm and soul.



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40. Fyre Fraud (2019)

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Fyre Fraud is a riveting documentary that delves into the infamous Fyre Festival disaster. The film takes viewers behind the scenes as concert promoters and rapper Ja Rule, along with mastermind Billy McFarland, promise an unforgettable high-end festival experience. However, their dreams quickly turn into a chaotic nightmare when they fail to plan for the proper infrastructure to support the venue, artists, and guests.



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41. Devil's Pie: D'Angelo (2019)

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Devil's Pie: D'Angelo is a captivating 2019 documentary that delves into the life and career of the enigmatic soul singer, D'Angelo, who vanished from the music scene for over twelve years. The film takes us on a journey through the ups and downs of D'Angelo's extraordinary life, highlighting his rise to fame with two platinum-selling albums and sold-out world tours. As we unravel the mysteries surrounding his disappearance, we also explore his triumphant return in 2014 with the release of his third album, Black Messiah.



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42. Uncle Tom (2020)

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Uncle Tom (2020) is a highly engaging and thought-provoking documentary that explores the American black conservative perspective. This groundbreaking film delves into the oral history of these individuals, who often stand at odds with the traditional beliefs of their communities. The movie presents an in-depth look at the lives and beliefs of black conservatives, shining a light on a perspective that is often overlooked and misunderstood.



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43. The One and Only Dick Gregory (2021)

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The One and Only Dick Gregory (2021) is a riveting documentary that showcases the incredible life and times of legendary comedian and activist, Dick Gregory. Directed by Andre Gaines, this compelling film dives deep into the culture-shattering moments that have made Gregory an iconic figure in the world of comedy and civil rights.



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That's All Folks!


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