fictional characters The Best Dave Chappelle Characters of All Time  

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1.7k votes 684 voters 33.4k views 25 items

List Rules Vote 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.

1
334 47
Tyrone Biggums is listed (or ranked) 1 on the list The Best Dave Chappelle Characters of All Time
Tyrone Biggums Chappelle's Show

2
226 27
Rick James is listed (or ranked) 2 on the list The Best Dave Chappelle Characters of All Time
Rick James Chappelle's Show

3
235 30
Clayton Bigsby is listed (or ranked) 3 on the list The Best Dave Chappelle Characters of All Time
Clayton Bigsby Chappelle's Show

4
120 30
Lil Jon is listed (or ranked) 4 on the list The Best Dave Chappelle Characters of All Time
Lil Jon Chappelle's Show

5
95 27
Samuel Jackson is listed (or ranked) 5 on the list The Best Dave Chappelle Characters of All Time
Samuel Jackson Chappelle's Show

6
67 18
Thurgood Jenkins is listed (or ranked) 6 on the list The Best Dave Chappelle Characters of All Time
Thurgood Jenkins Half Baked

7
47 16
Sir Smoke-a-Lot is listed (or ranked) 7 on the list The Best Dave Chappelle Characters of All Time
Sir Smoke-a-Lot Half Baked

8
13 1
is listed (or ranked) 8 on the list The Best Dave Chappelle Characters of All Time

9
39 17
Ahchoo is listed (or ranked) 9 on the list The Best Dave Chappelle Characters of All Time
Ahchoo Robin Hood: Men in Tights

10
21 4
Tron Carter is listed (or ranked) 10 on the list The Best Dave Chappelle Characters of All Time
Tron Carter Chappelle's Show

11
35 16
Conspiracy Brother is listed (or ranked) 11 on the list The Best Dave Chappelle Characters of All Time
Conspiracy Brother Undercover Brother

12
17 5
Joe Parker is listed (or ranked) 12 on the list The Best Dave Chappelle Characters of All Time
Joe Parker Con Air

13
23 12
Reggie Warrington is listed (or ranked) 13 on the list The Best Dave Chappelle Characters of All Time
Reggie Warrington The Nutty Professor

14
11 6
Cockroach #5 is listed (or ranked) 14 on the list The Best Dave Chappelle Characters of All Time
Cockroach #5 Joe's Apartment

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15
13 8
Francis is listed (or ranked) 15 on the list The Best Dave Chappelle Characters of All Time
Francis Crank Yankers

16
13 8
Lenny is listed (or ranked) 16 on the list The Best Dave Chappelle Characters of All Time
Lenny Woo

17
14 9
Dave is listed (or ranked) 17 on the list The Best Dave Chappelle Characters of All Time
Dave Home Improvement

18
14 10
Tulley is listed (or ranked) 18 on the list The Best Dave Chappelle Characters of All Time
Tulley Blue Streak

19
3 1
Morris is listed (or ranked) 19 on the list The Best Dave Chappelle Characters of All Time
Morris Chi-Raq

20
6 7
Kevin Jackson is listed (or ranked) 20 on the list The Best Dave Chappelle Characters of All Time
Kevin Jackson You've Got Mail

21
5 6
Disco Cabbie is listed (or ranked) 21 on the list The Best Dave Chappelle Characters of All Time
Disco Cabbie 200 Cigarettes

22
6 8
Dave Carlisle is listed (or ranked) 22 on the list The Best Dave Chappelle Characters of All Time
Dave Carlisle Buddies

23
4 6
Ozzie is listed (or ranked) 23 on the list The Best Dave Chappelle Characters of All Time
Ozzie Undercover Blues

24
4 8
Rusty P. Hayes is listed (or ranked) 24 on the list The Best Dave Chappelle Characters of All Time
Rusty P. Hayes Screwed

25
3 8
Zee is listed (or ranked) 25 on the list The Best Dave Chappelle Characters of All Time
Zee The Real Blonde