Comedians

The Funniest Observational Comedians of All Time 

Ranker Comedy
Updated May 3, 2019 2.1k votes 382 voters 8.8k views 34 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
George Carlin is listed (or ranked) 1 on the list The Funniest Observational Comedians of All Time
Dec. at 71 (1937-2008) from Manhattan, New York City, New York
2
Jerry Seinfeld is listed (or ranked) 2 on the list The Funniest Observational Comedians of All Time
Age 64 from New York City, New York, United States of America
3
Dave Chappelle is listed (or ranked) 3 on the list The Funniest Observational Comedians of All Time
Age 45 from Washington, D.C., United States of America
4
Louis C.K. is listed (or ranked) 4 on the list The Funniest Observational Comedians of All Time
Age 51 from Washington, D.C., United States of America
5
Bill Burr is listed (or ranked) 5 on the list The Funniest Observational Comedians of All Time
Age 50 from Canton, Massachusetts, United States of America
6
Chris Rock is listed (or ranked) 6 on the list The Funniest Observational Comedians of All Time
Age 54 from Andrews, USA, South Carolina
7
Richard Pryor is listed (or ranked) 7 on the list The Funniest Observational Comedians of All Time
Dec. at 65 (1940-2005) from Peoria, Illinois, United States of America
8
Norm Macdonald is listed (or ranked) 8 on the list The Funniest Observational Comedians of All Time
Age 55 from Quebec City, Canada
9
Larry David is listed (or ranked) 9 on the list The Funniest Observational Comedians of All Time
Age 71 from New York City, New York, United States of America
10
Mitch Hedberg is listed (or ranked) 10 on the list The Funniest Observational Comedians of All Time
Dec. at 37 (1968-2005) from Saint Paul, Minnesota, United States of America
11
Eddie Murphy is listed (or ranked) 11 on the list The Funniest Observational Comedians of All Time
Age 57 from New York City, USA, New York
12
Jim Gaffigan is listed (or ranked) 12 on the list The Funniest Observational Comedians of All Time
Age 52 from Elgin, Illinois, United States of America
13
John Mulaney is listed (or ranked) 13 on the list The Funniest Observational Comedians of All Time
John Mulaney Age 36 from Chicago, Illinois, United States of America
14
Ricky Gervais is listed (or ranked) 14 on the list The Funniest Observational Comedians of All Time
italosouza added Age 57 from Reading, United Kingdom
15
Don Rickles is listed (or ranked) 15 on the list The Funniest Observational Comedians of All Time
Age 92 from New York City, New York, United States of America
16
Jim Jefferies is listed (or ranked) 16 on the list The Funniest Observational Comedians of All Time
Age 42 from Sydney, Australia
17
Brian Regan is listed (or ranked) 17 on the list The Funniest Observational Comedians of All Time
Brian Regan Age 61 from Miami, Florida, United States of America
18
Ray Romano is listed (or ranked) 18 on the list The Funniest Observational Comedians of All Time
Age 61 from New York City, New York, United States of America
19
Demetri Martin is listed (or ranked) 19 on the list The Funniest Observational Comedians of All Time
Age 45 from New York City, New York, United States of America
20
Gabriel Iglesias is listed (or ranked) 20 on the list The Funniest Observational Comedians of All Time
Age 42 from USA, California, San Diego
21
Billy Connolly is listed (or ranked) 21 on the list The Funniest Observational Comedians of All Time
Age 76 from Scotland
22
Bill Hicks is listed (or ranked) 22 on the list The Funniest Observational Comedians of All Time
Dec. at 33 (1961-1994) from Valdosta, Georgia, United States of America
23
Woody Allen is listed (or ranked) 23 on the list The Funniest Observational Comedians of All Time
Age 83 from New York City, New York, United States of America
24
Joan Rivers is listed (or ranked) 24 on the list The Funniest Observational Comedians of All Time
Dec. at 81 (1933-2014) from New York City, New York, United States of America
25
Anthony Jeselnik is listed (or ranked) 25 on the list The Funniest Observational Comedians of All Time
homedecorbylauren added Age 40 from Pittsburgh, Pennsylvania, United States of America