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The Best Dave Chappelle Characters of All Time  

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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.

list ordered by
1
Rick James is listed (or ranked) 1 on the list The Best Dave Chappelle Characters of All Time
Chappelle's Show
2
Clayton Bigsby is listed (or ranked) 2 on the list The Best Dave Chappelle Characters of All Time
Clayton Bigsby Chappelle's Show
3
Tyrone Biggums is listed (or ranked) 3 on the list The Best Dave Chappelle Characters of All Time
Tyrone Biggums Chappelle's Show
4
Lil Jon is listed (or ranked) 4 on the list The Best Dave Chappelle Characters of All Time
Lil Jon Chappelle's Show
5
Samuel Jackson is listed (or ranked) 5 on the list The Best Dave Chappelle Characters of All Time
Samuel Jackson Chappelle's Show
6
Don't Know is listed (or ranked) 6 on the list The Best Dave Chappelle Characters of All Time
Don't Know
7
Thurgood Jenkins is listed (or ranked) 7 on the list The Best Dave Chappelle Characters of All Time
Thurgood Jenkins Half Baked
8
Tron Carter is listed (or ranked) 8 on the list The Best Dave Chappelle Characters of All Time
Tron Carter Chappelle's Show
9
Sir Smoke-a-Lot is listed (or ranked) 9 on the list The Best Dave Chappelle Characters of All Time
Sir Smoke-a-Lot Half Baked
10
Conspiracy Brother is listed (or ranked) 10 on the list The Best Dave Chappelle Characters of All Time
Conspiracy Brother Undercover Brother
11
Ahchoo is listed (or ranked) 11 on the list The Best Dave Chappelle Characters of All Time
Robin Hood: Men in Tights
12
Joe Parker is listed (or ranked) 12 on the list The Best Dave Chappelle Characters of All Time
Joe Parker Con Air
13
Tulley is listed (or ranked) 13 on the list The Best Dave Chappelle Characters of All Time
Tulley Blue Streak
14
Reggie Warrington is listed (or ranked) 14 on the list The Best Dave Chappelle Characters of All Time
Reggie Warrington The Nutty Professor
15
Cockroach #5 is listed (or ranked) 15 on the list The Best Dave Chappelle Characters of All Time
Cockroach #5 Joe's Apartment
16
Dave is listed (or ranked) 16 on the list The Best Dave Chappelle Characters of All Time
Dave Home Improvement
17
Francis is listed (or ranked) 17 on the list The Best Dave Chappelle Characters of All Time
Francis Crank Yankers
18
Lenny is listed (or ranked) 18 on the list The Best Dave Chappelle Characters of All Time
Lenny Woo
19
Morris is listed (or ranked) 19 on the list The Best Dave Chappelle Characters of All Time
Morris Chi-Raq
20
Kevin Jackson is listed (or ranked) 20 on the list The Best Dave Chappelle Characters of All Time
You've Got Mail
21
Disco Cabbie is listed (or ranked) 21 on the list The Best Dave Chappelle Characters of All Time
Disco Cabbie 200 Cigarettes
22
Dave Carlisle is listed (or ranked) 22 on the list The Best Dave Chappelle Characters of All Time
Dave Carlisle Buddies
23
Ozzie is listed (or ranked) 23 on the list The Best Dave Chappelle Characters of All Time
Ozzie Undercover Blues
24
Zee is listed (or ranked) 24 on the list The Best Dave Chappelle Characters of All Time
Zee The Real Blonde
25
Rusty P. Hayes is listed (or ranked) 25 on the list The Best Dave Chappelle Characters of All Time
Rusty P. Hayes Screwed