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1.4k voters

The Best Dave Chappelle Characters of All Time

Updated July 7, 2020 3.2k votes 1.4k voters 59.4k 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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  • 1
    661
    101

    Tyrone Biggums

    Chappelle's Show
  • 2
    500
    62

    Clayton Bigsby

    Chappelle's Show
  • 3
    356
    36

    Rick James

    Chappelle's Show
  • 4
    148
    6

    Prince

    Chappelle's Show
  • 5
    214
    53

    Lil Jon

    Chappelle's Show
  • 6
    162
    32

    Samuel Jackson

    Chappelle's Show
  • 7
    111
    17

    Tron Carter

    Chappelle's Show
  • 8
    94
    25

    Thurgood Jenkins

    Half Baked
  • 9
    66
    22

    Sir Smoke-a-Lot

    Half Baked
  • 10
    53
    16

    Conspiracy Brother

    Undercover Brother
  • 11
    46
    20

    Ahchoo

    Robin Hood: Men in Tights
  • 12
    27
    9

    Joe Parker

    Con Air
  • 13
    31
    14

    Reggie Warrington

    The Nutty Professor
  • 14
    24
    9

    Francis

    Crank Yankers
  • 15
    24
    10

    Rusty P. Hayes

    Screwed
  • 16
    19
    5

    Cockroach #5

    Joe's Apartment
  • 17
    21
    9

    Tulley

    Blue Streak
  • 18
    19
    8

    Dave

    Home Improvement
  • 19
    13
    5

    Morris

    Chi-Raq
  • 20
    17
    9

    Lenny

    Woo
  • 21
    12
    10

    Kevin Jackson

    You've Got Mail
  • 22
    9
    9

    Disco Cabbie

    200 Cigarettes
  • 23
    10
    10

    Zee

    The Real Blonde
  • 24
    8
    9

    Dave Carlisle

    Buddies
  • 25
    7
    8

    Ozzie

    Undercover Blues