Comedians The Funniest Observational Comedians of All Time  

Ranker Comedy
788 votes 145 voters 2.5k views 32 items

This list contains information about the best observational comedians, loosely ranked by user votes. The best observational comedians come in many forms. Some famous observational comedians find the funny in family life while other observational comedians say what we all are thinking. A few hilarious observational comedians have gone on to become some of the most successful stand-ups in the world.

Who will you find on this top observational comedians list? Jerry Seinfeld has to be at the top. Before he created and starred in the iconic “show about nothing” that was Seinfeld, the observational comic found the funny in the most mundane details of life in his stand-up act. Woody Allen is another one of the funniest observational comedians both on stage and on the big screen.

Whether he is analyzing relationships, race relations, or the ridiculousness of celebrities, Chris Rock is one of the most hilarious observational comedians in the business. Other funny stand-up comics featured on this best observational comedians list include Joan Rivers, George Carlin, and Dave Chappelle.

Which observational comedians do you think deserves the top spot on this list? Give the funniest comics a thumbs up and share some of your favorite jokes in the comments section.

list ordered by

1
33 18
George Carlin is listed (or ranked) 1 on the list The Funniest Observational Comedians of All Time
Dogma, Cars, Bill & Ted's Excellent Adventure

2
25 11
Bill Burr is listed (or ranked) 2 on the list The Funniest Observational Comedians of All Time
The Heat, Date Night, Walk of Shame

3
36 22
Louis C.K. is listed (or ranked) 3 on the list The Funniest Observational Comedians of All Time
Late Night with Conan O'Brien, Louie, Louis C.K. Oh My God

4
35 23
Jerry Seinfeld is listed (or ranked) 4 on the list The Funniest Observational Comedians of All Time
Seinfeld, Jerry Seinfeld: 'I'm Telling You for the Last Time', Comedian

5
27 16
Dave Chappelle is listed (or ranked) 5 on the list The Funniest Observational Comedians of All Time
Block Party, Half Baked, Chappelle's Show

6
24 14
Chris Rock is listed (or ranked) 6 on the list The Funniest Observational Comedians of All Time
Chris Rock: Bigger & Blacker, Madagascar, Head of State

7
17 8
Richard Pryor is listed (or ranked) 7 on the list The Funniest Observational Comedians of All Time
Richard Pryor: Live in Concert, Richard Pryor: Live on the Sunset Strip, Blazing Saddles

8
22 14
Larry David is listed (or ranked) 8 on the list The Funniest Observational Comedians of All Time
Seinfeld, Curb Your Enthusiasm, The Three Stooges

9
17 10
Mitch Hedberg is listed (or ranked) 9 on the list The Funniest Observational Comedians of All Time
Almost Famous, Lords of Dogtown, Los Enchiladas!

10
17 12
John Mulaney is listed (or ranked) 10 on the list The Funniest Observational Comedians of All Time
Saturday Night Live, Mulaney

11
19 14
Eddie Murphy is listed (or ranked) 11 on the list The Funniest Observational Comedians of All Time
Beverly Hills Cop, Trading Places, Coming to America

12
15 10
Jim Jefferies is listed (or ranked) 12 on the list The Funniest Observational Comedians of All Time
Legit, Down and Dirty with Jim Norton, Jim Jefferies: I Swear to God

13
13 9
Bill Hicks is listed (or ranked) 13 on the list The Funniest Observational Comedians of All Time
Comedy's Dirtiest Dozen, Bill Hicks: Sane Man, Bill Hicks Live: Satirist

14
12 8
Demetri Martin is listed (or ranked) 14 on the list The Funniest Observational Comedians of All Time
Late Night with Conan O'Brien, Demetri Martin. Person., Important Things with Demetri Martin

15
17 14
Jim Gaffigan is listed (or ranked) 15 on the list The Funniest Observational Comedians of All Time
It's Kind of a Funny Story, Away We Go, 17 Again

16
10 8
Billy Connolly is listed (or ranked) 16 on the list The Funniest Observational Comedians of All Time
Brave, The Last Samurai, The Boondock Saints

17
10 8
Don Rickles is listed (or ranked) 17 on the list The Funniest Observational Comedians of All Time
Toy Story, Toy Story 3, Toy Story 2

18
9 7
Norm Macdonald is listed (or ranked) 18 on the list The Funniest Observational Comedians of All Time
Dirty Work, Billy Madison, Saturday Night Live

19
5 3
Kathleen Madigan is listed (or ranked) 19 on the list The Funniest Observational Comedians of All Time
Alexandre Lussier added Last Comic Standing, Kathleen Madigan: Gone Madigan, The Great Debate

20
7 6
Brian Regan is listed (or ranked) 20 on the list The Funniest Observational Comedians of All Time
Dr. Katz, Professional Therapist, Shorties Watchin' Shorties

21
13 13
Joan Rivers is listed (or ranked) 21 on the list The Funniest Observational Comedians of All Time
Fashion Police, The Joan Rivers Show, The Joan Rivers Show

22
9 9
Gabriel Iglesias is listed (or ranked) 22 on the list The Funniest Observational Comedians of All Time
Magic Mike, All That, Planes

23
9 9
Hannibal Buress is listed (or ranked) 23 on the list The Funniest Observational Comedians of All Time
The Eric Andre Show, Neighbors, Daddy's Home

24
2 2
Lewis Black is listed (or ranked) 24 on the list The Funniest Observational Comedians of All Time
Alexandre Lussier added The Daily Show, The Aristocrats, Lewis Black: Black on Broadway

25
5 6
David Brenner is listed (or ranked) 25 on the list The Funniest Observational Comedians of All Time
Worth Winning, Snip

26
13 15
Woody Allen is listed (or ranked) 26 on the list The Funniest Observational Comedians of All Time
Annie Hall, Midnight in Paris, Vicky Cristina Barcelona

27
7 9
Ray Romano is listed (or ranked) 27 on the list The Funniest Observational Comedians of All Time
Everybody Loves Raymond, Ice Age, Ice Age: The Meltdown

28
6 8
Russell Peters is listed (or ranked) 28 on the list The Funniest Observational Comedians of All Time
Source Code, Russell Peters: The Green Card Tour - Live from The O2 Arena, A Russell Peters Christmas Special

29
4 7
Marc Maron is listed (or ranked) 29 on the list The Funniest Observational Comedians of All Time
Almost Famous, Sleepwalk with Me, Maron

30
3 7
Eddie Griffin is listed (or ranked) 30 on the list The Funniest Observational Comedians of All Time
Malcolm & Eddie, Undercover Brother, Deuce Bigalow: Male Gigolo

31
2 6
Paula Poundstone is listed (or ranked) 31 on the list The Funniest Observational Comedians of All Time
Home Movies, Science Court, When Stand Up Stood Out

32
7 12
Chris Tucker is listed (or ranked) 32 on the list The Funniest Observational Comedians of All Time
Silver Linings Playbook, The Fifth Element, Rush Hour 2