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The Best Dave Chappelle Characters of All Time

Updated July 7, 2020 3.1k votes 1.3k voters 56.7k views

List RulesVote for your favorite Dave Chappelle character or performance, which doesn't have to be his best film or show.

Dave Chappelle characters list, ranked from best to worst with clips from the movie when available. These Dave Chappelle roles include both movie and television appearances when available. List features items like Rick James and Tyrone Biggums. The ability to play any kind of role is what makes an actor or actress great, and the diversity of the characters listed below is a testament to that.

If you're asking yourself, "Who is the best Dave Chappelle character?" or "What are the top Dave Chappelle performances of all time?" then this list will help you out. Featuring the funniest Chappelle's Show characters as well as his supporting roles in films, the list has it all. 

Do you think the best performance isn't as high as it should be? Then vote it up so that it can be number one. You can also make your own version of this greatest Dave Chappelle performances list by re-ranking it and putting it in your own order.

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  • Tyrone Biggums1
    671
    105

    Tyrone Biggums

    Chappelle's Show
  • Clayton Bigsby2
    492
    62

    Clayton Bigsby

    Chappelle's Show
  • Rick James3
    355
    36

    Rick James

    Chappelle's Show
  • Lil Jon4
    211
    55

    Lil Jon

    Chappelle's Show
  • Prince5
    127
    14

    Prince

    Chappelle's Show
  • Samuel Jackson6
    154
    31

    Samuel Jackson

    Chappelle's Show
  • Tron Carter7
    100
    17

    Tron Carter

    Chappelle's Show
  • Thurgood Jenkins8
    87
    26

    Thurgood Jenkins

    Half Baked
  • Sir Smoke-a-Lot9
    65
    20

    Sir Smoke-a-Lot

    Half Baked
  • Conspiracy Brother10
    51
    17

    Conspiracy Brother

    Undercover Brother
  • Ahchoo11
    46
    21

    Ahchoo

    Robin Hood: Men in Tights
  • Reggie Warrington12
    30
    14

    Reggie Warrington

    The Nutty Professor
  • Joe Parker13
    24
    8

    Joe Parker

    Con Air
  • Francis14
    24
    8

    Francis

    Crank Yankers
  • Dave15
    19
    8

    Dave

    Home Improvement
  • Tulley16
    18
    9

    Tulley

    Blue Streak
  • Lenny17
    17
    9

    Lenny

    Woo
  • Morris18
    13
    3

    Morris

    Chi-Raq
  • Cockroach #519
    18
    13

    Cockroach #5

    Joe's Apartment
  • Kevin Jackson20
    11
    9

    Kevin Jackson

    You've Got Mail
  • Rusty P. Hayes21
    10
    10

    Rusty P. Hayes

    Screwed
  • Zee22
    9
    9

    Zee

    The Real Blonde
  • Disco Cabbie23
    8
    8

    Disco Cabbie

    200 Cigarettes
  • Dave Carlisle24
    7
    8

    Dave Carlisle

    Buddies
  • Ozzie25
    6
    7

    Ozzie

    Undercover Blues