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The Best Dave Chappelle Characters of All Time

Updated July 7, 2020 3.2k votes 1.3k voters 55.9k 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
    694
    109

    Tyrone Biggums

    Chappelle's Show
  • Clayton Bigsby2
    502
    65

    Clayton Bigsby

    Chappelle's Show
  • Rick James3
    360
    38

    Rick James

    Chappelle's Show
  • Lil Jon4
    216
    55

    Lil Jon

    Chappelle's Show
  • Prince5
    121
    13

    Prince

    Chappelle's Show
  • Samuel Jackson6
    154
    33

    Samuel Jackson

    Chappelle's Show
  • Tron Carter7
    97
    16

    Tron Carter

    Chappelle's Show
  • Thurgood Jenkins8
    89
    26

    Thurgood Jenkins

    Half Baked
  • Sir Smoke-a-Lot9
    67
    21

    Sir Smoke-a-Lot

    Half Baked
  • Ahchoo10
    46
    21

    Ahchoo

    Robin Hood: Men in Tights
  • Joe Parker11
    25
    8

    Joe Parker

    Con Air
  • Reggie Warrington12
    31
    15

    Reggie Warrington

    The Nutty Professor
  • Francis13
    24
    9

    Francis

    Crank Yankers
  • Conspiracy Brother14
    53
    45

    Conspiracy Brother

    Undercover Brother
  • Lenny15
    18
    9

    Lenny

    Woo
  • Morris16
    12
    3

    Morris

    Chi-Raq
  • Cockroach #517
    19
    13

    Cockroach #5

    Joe's Apartment
  • Dave18
    19
    21

    Dave

    Home Improvement
  • Rusty P. Hayes19
    11
    10

    Rusty P. Hayes

    Screwed
  • Zee20
    10
    9

    Zee

    The Real Blonde
  • Tulley21
    19
    23

    Tulley

    Blue Streak
  • Disco Cabbie22
    9
    9

    Disco Cabbie

    200 Cigarettes
  • Dave Carlisle23
    8
    8

    Dave Carlisle

    Buddies
  • Ozzie24
    6
    7

    Ozzie

    Undercover Blues
  • Kevin Jackson25
    11
    21

    Kevin Jackson

    You've Got Mail