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)
13
2
Dave Chappelle: Killin' Them Softly
13
2
As:
Cast, Producer, Writer
Role:
Himself
Director:
Stan Lathan
Genres:
Comedy, Documentary
Star Cast:
Albert Precourt
2. Dave Chappelle: For What It's Worth (2004)
12
2
Dave Chappelle: For What It's Worth
12
2
As:
Cast, Producer, Writer
Role:
Himself
Director:
Stan Lathan
Genres:
Documentary, Comedy
Star Cast:
Greer Barnes
3. The Age of Spin: Dave Chappelle Live at the Hollywood Palladium (2017)
11
2
The Age of Spin: Dave Chappelle Live at the Hollywood Palladium
TV-MA
11
2
As:
Cast, Producer, Writer
Role:
Himself
Director:
Stan Lathan
Genres:
Comedy, Documentary
Star Cast:
Morgan Freeman, Morgan Freeman
4. Dave Chappelle: Equanimity (2017)
16
3
Dave Chappelle: Equanimity
TV-MA
16
3
As:
Cast, Producer, Writer
Role:
Himself
Director:
Stan Lathan
Genres:
Comedy, Documentary
Star Cast:
Donnell Rawlings
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
As:
Cast, Producer, Writer
Role:
Himself
Director:
Stan Lathan
Genres:
Documentary, Comedy
Star Cast:
Morgan Freeman, Morgan Freeman
6. Dave Chappelle: The Bird Revelation (2017)
14
4
Dave Chappelle: The Bird Revelation
TV-MA
14
4
As:
Cast, Producer, Writer
Role:
Himself - Host
Director:
Stan Lathan
Genres:
Documentary, Comedy
7. Half Baked (1998)
26
7
Half Baked
R
26
7

After their friend gets arrested for killing a horse of the New York police, by feeding it junk food, three friends come up with a series of crazy schemes to bring him out of prison. 

As:
Cast, Producer, Writer
Role:
Thurgood Jenkins / Sir Smoke-a-Lot
Director:
Tamra Davis
Genres:
Comedy, Crime
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.

As:
Cast
Role:
Noodles
Genres:
Music, Drama, Romance, Musical
9. Dave Chappelle's Block Party (2005)
9
3
Dave Chappelle's Block Party
R
9
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.

As:
Cast, Producer, Writer
Role:
Himself - Host
Director:
Michel Gondry
Genres:
Comedy, Documentary, Music
Star Cast:
Erykah Badu, Yasiin Bey, Isaac ben Ayala, Big Daddy Kane
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.

As:
Cast
Role:
Ahchoo
Director:
Genres:
Comedy, Adventure, Romance, Musical
Star Cast:
11. Con Air (1997)
36
15
Con Air
R
36
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. 

As:
Cast
Director:
Simon West
Genres:
Action, Thriller, Crime
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.

As:
Cast
Director:
Nora Ephron
Genres:
Romance, Comedy, Drama
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. 

As:
Cast
Role:
Tulley
Director:
Les Mayfield
Genres:
Comedy, Thriller, Action, Crime
Star Cast:
Martin Lawrence, Luke Wilson, Nicole Ari Parker, Peter Greene
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’. 

As:
Cast
Role:
Conspiracy Brother
Director:
Malcolm D. Lee
Genres:
Action, Comedy
Star Cast:
Denise Richards, Neil Patrick Harris, Chris Kattan, Eddie Griffin
18. Chi-Raq (2015)
6
4
Chi-Raq
R
6
4

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.

As:
Cast
Director:
Genres:
Comedy, Musical, Drama, Crime
19. The Nutty Professor (1996)
15
10
The Nutty Professor
PG-13
15
10

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. 

As:
Cast
Role:
Reggie Warrington
Director:
Tom Shadyac
Genres:
Comedy, Romance, Sci-Fi
Star Cast:
20. Screwed (2000)
5
5
Screwed
PG-13
5
5

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.

As:
Cast
Role:
Rusty P. Hayes
Director:
Scott Alexander, Larry Karaszewski
Genres:
Comedy, Crime
21. Woo (1998)
2
4
Woo
R
2
4
As:
Cast
Role:
Lenny
Director:
Daisy Mayer von Scherler
Genres:
Romance, Comedy
Star Cast:
Aida Turturro, LL Cool J, Jada Pinkett Smith, Tommy Davidson, Duane Martin, Michael Ralph
22. The Dave Chappelle Project (1998)
8
3
The Dave Chappelle Project
8
3
As:
Cast, Producer, Writer
Role:
Himself
Director:
Lee Shallat Chemel
Genres:
Comedy
Star Cast:
Hill Harper, Tracy Vilar
23. Bowl of Pork (1997)
5
3
Bowl of Pork
5
3
As:
Cast
Role:
Black Forrest Gump
Director:
Gina Prince-Bythewood
Genres:
Comedy, Short
24. Damn Whitey (1997)
6
3
Damn Whitey
6
3
As:
Cast, Writer
Role:
Dave
Director:
Gina Prince-Bythewood
Genres:
Short
Star Cast:
Monica Calhoun, William Stanford Davis, Bob Sherer, Robert Sean Miller

TV Shows

Chappelle's Show
28
4
Chappelle's Show
TV-MA
28
4
As:
Cast, Producer, Writer
Role:
Various / ...
Director:
Neal Brennan, Peter Lauer, Bobcat Goldthwait, Rusty Cundieff, Scott Vincent
Genres:
Music, Comedy
Star Cast:
Jamie Foxx, Charlie Murphy, Donnell Rawlings, Karl Lake
HBO Comedy Half-Hour
8
2
HBO Comedy Half-Hour
TV-MA
8
2
As:
Cast, Writer
Role:
Himself
Director:
Troy Miller, Keith Truesdell, John Moffitt
Genres:
Comedy
Star Cast:
Patton Oswalt, Jeff Garlin, Warren Hutcherson, Harland Williams
Buddies
6
3
Buddies
6
3
As:
Cast
Role:
Dave Carlisle
Director:
Paul Lazarus, John Pasquin, Andrew Tsao
Genres:
Comedy
Star Cast:
Judith Ivey, Richard Roundtree, Tanya Wright, Chris Gartin

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.

As:
Cast, Voiceover
Role:
Cockroach (voice)
Director:
John Payson
Genres:
Fantasy, Comedy, Sci-Fi, Musical
Star Cast:
Billy West, Jerry O'Connell, Reginald Hudlin, Megan Ward

Animation Movies

Special appearance/Cameo

The End of August (1982)
10
5
The End of August
PG
10
5
As:
Cast, uncredited
Role:
Kid on beach (uncredited)
Director:
Bob Graham
Genres:
Drama
Star Cast:
Paul Shenar, David Marshall Grant, Sally Sharp, Lilia Skala

Dave Chappelle Awards

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