This ranking is based on an algorithm that combines various factors, including the votes of our users and search trends on the internet.

List of Dave Chappelle Movies: Ranked Best To Worst

1. Dave Chappelle: Killin' Them Softly (2000)
15
2
Dave Chappelle: Killin' Them Softly
15
2
Role:
Himself
Starring:
Albert Precourt
Directed By:
Stan Lathan
2. Dave Chappelle: For What It's Worth (2004)
13
2
Dave Chappelle: For What It's Worth
13
2
Role:
Himself
Starring:
Greer Barnes
Directed By:
Stan Lathan
3. The Age of Spin: Dave Chappelle Live at the Hollywood Palladium (2017)
12
2
The Age of Spin: Dave Chappelle Live at the Hollywood Palladium
TV-MA
12
2
Role:
Himself
Starring:
Morgan Freeman, Morgan Freeman
Directed By:
Stan Lathan
4. Dave Chappelle: Equanimity (2017)
18
3
Dave Chappelle: Equanimity
TV-MA
18
3

Comedian Dave Chappelle performs two stand-up specials which are revolved around themes such as self-reflection and tough love.

Role:
Himself
Starring:
Donnell Rawlings
Directed By:
Stan Lathan
Awards:
Primetime Emmy Award for Outstanding Variety Special (Pre-Recorded)
5. Deep in the Heart of Texas: Dave Chappelle Live at Austin City Limits (2017)
11
3
Deep in the Heart of Texas: Dave Chappelle Live at Austin City Limits
TV-MA
11
3
Role:
Himself
Starring:
Morgan Freeman, Morgan Freeman
Directed By:
Stan Lathan
6. Dave Chappelle: The Bird Revelation (2017)
14
4
Dave Chappelle: The Bird Revelation
TV-MA
14
4
Role:
Himself - Host
Directed By:
Stan Lathan
8. A Star Is Born (2018)
17
5
A Star Is Born
A
17
5

A musician named Jackson falls in love with a struggling artist named Ally, who was about to give up on her dreams to make it in the world of singing. He convinces and helps her to follow her dreams, although he himself is dealing with alcoholism and his personal demons, leading to the downfall of his career.

Role:
Noodles
9. Dave Chappelle's Block Party (2005)
10
3
Dave Chappelle's Block Party
R
10
3

In this documentary comedy film, Dave Chappelle, actor, writer and comedian, loads up a bus with residents of his Ohio hometown in order to take them to Brooklyn, New York for a concert featuring Kanye West and other well-known figures.

Role:
Himself - Host
Starring:
Erykah Badu, Yasiin Bey, Isaac ben Ayala, Big Daddy Kane
Directed By:
Michel Gondry
10. Robin Hood: Men in Tights (1993)
26
10
Robin Hood: Men in Tights
PG-13
26
10

Captured during the Crusades, Robin Hood escapes and returns to England, which is now run by Prince John in the absence of King Richard. He leads a rebellion when he learns that John killed his family and snatched his estate, but soon draws the attention of Maid Marian, who is seeking a man to open her chastity belt.

Role:
Ahchoo
Starring:
Directed By:
11. Con Air (1997)
37
15
Con Air
R
37
15

Ex-army ranger, Sergeant Cameron Poe, is granted parole and must fly back to his wife and child on board the Jailbird, a flight carrying some of the most violent prisoners. He must also survive a plot by Cyrus the Virus Grissom who wants to escape with all the prisoners. 

Starring:
Nicolas Cage, Ving Rhames, John Malkovich, Steve Buscemi, Danny Trejo, John Cusack, Monica Potter
Directed By:
Simon West
12. You've Got Mail (1998)
30
15
You've Got Mail
PG
30
15

Kathleen Kelly, who runs a popular local bookstore, is annoyed by arrogant Joe Fox, who opens a branch of the large Fox Books chain across the street, threatening her business. The two, despite having partners, also anonymously chat online and fall in love with each other, but after learning her true identity, Fox must assuage her hatred for him.

Starring:
Meg Ryan, Tom Hanks, Greg Kinnear, Parker Posey, Jean Stapleton
Directed By:
Nora Ephron
13. Blue Streak (1999)
14
7
Blue Streak
PG-13
14
7

Jewel thief, Miles Logan, hides his booty of big stolen diamond in a building under construction, before being arrested. Released from the prison after 2 years, he returns to the site which now is the new police headquarters. He poses as a transferred detective to gain entry to retrieve the diamond; but is then paired with a naïve detective to investigate robberies. 

Role:
Tulley
Starring:
Martin Lawrence, Luke Wilson, Nicole Ari Parker, Peter Greene
Directed By:
Les Mayfield
14. Undercover Blues (1993)
6
5
Undercover Blues
PG-13
6
5

Jane and Jefferson are both spies, who take a leave, after the birth of their baby girl. They decide to quit their jobs and start a new life. However, things take a turn when they are asked to return in order to track down a notorious arms dealer.

Starring:
Dennis Quaid, Kathleen Turner, Tom Arnold, Stanley Tucci, Fiona Shaw, Larry Miller
Directed By:
Herbert Ross
15. Undercover Brother (2002)
10
5
Undercover Brother
PG-13
10
5

This action comedy film tells us the story of a private detective known as Undercover Brother, who is recruited to infiltrate a secret underground movement headed by a person who is simply known as ‘The Man’. 

Role:
Conspiracy Brother
Starring:
Denise Richards, Neil Patrick Harris, Chris Kattan, Eddie Griffin
Directed By:
Malcolm D. Lee
16. 200 Cigarettes (1999)
6
5
200 Cigarettes
R
6
5

As the new year approaches, a group of people in their twenties try to deal with their relationships, desires, loneliness, etc.

Starring:
Christina Ricci, Courtney Love, Kate Hudson, Paul Rudd, Casey Affleck, Ben Affleck, Jennifer Albano
Directed By:
Risa Bramon Garcia
17. The Real Blonde (1997)
6
5
The Real Blonde
R
6
5
Starring:
Elizabeth Berkley, Christopher Lloyd, Daryl Hannah, Denis Leary, Matthew Modine, Bridgette Wilson, Kathleen Turner
Directed By:
Tom DiCillo
18. Chi-Raq (2015)
6
5
Chi-Raq
R
6
5

After a stray bullet kills a child, a group of women decide to organize against the on-going violence and crime going on in Southern Chicago. Eventually, this  becomes a big movement that gains nationwide attention.

Starring:
Wesley Snipes, Angela Bassett, Jennifer Hudson, Samuel L. Jackson, John Cusack, Nick Cannon
Directed By:
19. The Nutty Professor (1996)
15
11
The Nutty Professor
PG-13
15
11

Brilliant but extremely obese scientist, Sherman Klump, develops a formula that allows people to lose weight. When he uses the formula on himself, he experiences instantaneous but temporary weight loss and develops an alternate personality, Buddy Love. Unfortunately, Buddy turns out to be rude, brash, and extravagant causing mayhem in Sherman’s life. 

Role:
Reggie Warrington
Starring:
Eddie Murphy, Jada Pinkett Smith, James Coburn, Larry Miller
Directed By:
Tom Shadyac
20. Screwed (2000)
5
6
Screwed
PG-13
5
6

Tired of the constant ill-treatment by his boss, a chauffeur decides to kidnap her beloved pet dog, and hold it for ransom. However, things get extremely complicated when the dog escapes back to his boss, and everyone believes that it is the chauffer who is kidnapped.

Role:
Rusty P. Hayes
Starring:
Sherman Hemsley, Norm MacDonald, Elaine Stritch, Sarah Silverman, Danny DeVito
Directed By:
Scott Alexander, Larry Karaszewski
21. Woo (1998)
2
5
Woo
R
2
5
Role:
Lenny
Starring:
Aida Turturro, LL Cool J, Jada Pinkett Smith, Tommy Davidson, Duane Martin, Michael Ralph
Directed By:
Daisy Mayer von Scherler
22. The Dave Chappelle Project (1998)
8
4
The Dave Chappelle Project
8
4
Role:
Himself
Starring:
Hill Harper, Tracy Vilar
Directed By:
Lee Shallat Chemel
23. Bowl of Pork (1997)
5
4
Bowl of Pork
5
4
Role:
Black Forrest Gump
Directed By:
Gina Prince-Bythewood
24. Damn Whitey (1997)
6
3
Damn Whitey
6
3
Role:
Dave
Starring:
Monica Calhoun, William Stanford Davis, Bob Sherer, Robert Sean Miller
Directed By:
Gina Prince-Bythewood
25. Getting In (1994)
4
5
Getting In
R
4
5
Starring:
Andrew McCarthy, Christine Baranski, Calista Flockhart, Len Cariou, Matthew Perry, Kristy Swanson, Stephen Mailer
Directed By:
Doug Liman

TV Shows

Chappelle's Show
29
4
Chappelle's Show
TV-MA
29
4
Role:
Various / ...
Starring:
Jamie Foxx, Charlie Murphy, Donnell Rawlings, Karl Lake
Directed By:
Neal Brennan, Peter Lauer, Bobcat Goldthwait, Rusty Cundieff, Scott Vincent
The Larry Sanders Show
11
2
The Larry Sanders Show
TV-MA
11
2
Starring:
Bernadette Peters, Louis C.K., Marlee Matlin, Sharon Stone, Winona Ryder, Warren Beatty, Tim Allen
Directed By:
HBO Comedy Half-Hour
8
2
HBO Comedy Half-Hour
TV-MA
8
2
Role:
Himself
Starring:
Patton Oswalt, Jeff Garlin, Warren Hutcherson, Harland Williams
Directed By:
Troy Miller, Keith Truesdell, John Moffitt
Home Improvement
16
6
Home Improvement
TV-G
16
6
Starring:
Drake Bell, Drew Carey, Lucy Liu, Pamela Anderson, Rider Strong, Dan Aykroyd, Jay Leno
Directed By:
Buddies
6
3
Buddies
6
3
Role:
Dave Carlisle
Starring:
Judith Ivey, Richard Roundtree, Tanya Wright, Chris Gartin
Directed By:
Paul Lazarus, John Pasquin, Andrew Tsao
Wanda at Large
4
3
Wanda at Large
4
3
Starring:
Jenny McCarthy, Nicole Scherzinger, Cheryl Hines, Wanda Sykes, Dale Godboldo, Jurnee Smollett-Bell, Tammy Lauren
Directed By:
Lee Shallat Chemel, Leonard R. Garner Jr., Bob Koherr, John Blanchard

Narrator/Dubbing

Joe's Apartment (1996)
9
7
Joe's Apartment
PG-13
9
7

Joe’s Apartment is a fantasy comedy film which revolves around Joe, a penniless guy who has just recently passed out of college. He moves to New York, and discovers that he must share his apartment with numerous singing, dancing cockroaches.

Role:
Cockroach (voice)
Starring:
Billy West, Jerry O'Connell, Reginald Hudlin, Megan Ward
Directed By:
John Payson

Animation Movies

Dr. Katz, Professional Therapist
16
5
Dr. Katz, Professional Therapist
TV-PG
16
5
Starring:
Kathy Griffin, Dave Attell, Kevin Nealon, Joy Behar, Marc Maron, Gilbert Gottfried, Rodney Dangerfield
Happily Ever After: Fairy Tales for Every Child
7
4
Happily Ever After: Fairy Tales for Every Child
TV-Y
7
4
Starring:
Katey Sagal, James Earl Jones, Marc Anthony, Whoopi Goldberg, Will Ferrell, Will Smith, Shawn Wayans
Directed By:
Vincent Waller, Anthony Bell, Bruce W. Smith, Ed Bell
Crank Yankers
9
5
Crank Yankers
TV-14
9
5
Starring:
Kenan Thompson, Fred Armisen, Stephen Colbert, Wanda Sykes, Tom Kenny, Seth MacFarlane, David Cross
Directed By:
Hugh Martin, Bobcat Goldthwait, Tom Stern, Bill Berner, Ted May

Special Appearance/Cameo

The End of August (1982)
10
5
The End of August
PG
10
5
Role:
Kid on beach (uncredited)
Starring:
Paul Shenar, David Marshall Grant, Sally Sharp, Lilia Skala
Directed By:
Bob Graham

Dave Chappelle Awards

Primetime Emmy Awards
Saturday Night Live Outstanding Guest Actor in a Comedy Series 2017
Dave Chappelle: Equanimity Outstanding Variety Special (Pre-Recorded) 2018
Dave Chappelle: Sticks & Stones Outstanding Variety Special (Pre-Recorded) 2020
Dave Chappelle: Sticks & Stones Outstanding Writing for a Variety Special 2020
Grammy Awards
Winner Best Comedy Album 2018
Winner Best Comedy Album 2019
Winner Best Comedy Album 2020