The Funniest Observational Comedians of All Time

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.

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Ranked by
  • George Carlin
    1
    Dogma, Cars, Bill & Ted's Excellent Adventure
  • Bill Burr
    2
    The Heat, Date Night, Walk of Shame
  • Dave Chappelle
    3
    Block Party, Half Baked, Chappelle's Show
  • Richard Pryor
    4
    Richard Pryor: Live in Concert, Richard Pryor: Live on the Sunset Strip, Blazing Saddles
  • Jerry Seinfeld
    5
    Seinfeld, Jerry Seinfeld: 'I'm Telling You for the Last Time', Comedian
  • Ricky Gervais
    6
    The Office, The Invention of Lying, Cemetery Junction
  • Eddie Murphy
    7
    Beverly Hills Cop, Trading Places, Coming to America
  • Chris Rock
    8
    Chris Rock: Bigger & Blacker, Madagascar, Head of State
  • Norm Macdonald
    9
    Dirty Work, Billy Madison, Saturday Night Live
  • Louis C.K.
    10
    Late Night with Conan O'Brien, Louie, Louis C.K. Oh My God
  • John Mulaney
    11
    Saturday Night Live, Mulaney
  • Larry David
    12
    Seinfeld, Curb Your Enthusiasm, The Three Stooges
  • Mitch Hedberg
    13
    Almost Famous, Lords of Dogtown, Los Enchiladas!
  • Jim Gaffigan
    14
    It's Kind of a Funny Story, Away We Go, 17 Again
  • Don Rickles
    15
    Toy Story, Toy Story 3, Toy Story 2
  • Brian Regan
    16
    Dr. Katz, Professional Therapist, Shorties Watchin' Shorties
  • Jim Carrey
    17
    Eternal Sunshine of the Spotless Mind, The Truman Show, Ace Ventura: Pet Detective
  • Gabriel Iglesias
    18
    Magic Mike, All That, Planes
  • Billy Connolly
    19
    Brave, The Last Samurai, The Boondock Saints
  • Anthony Jeselnik
    20
    Miss March, Down and Dirty with Jim Norton, Down & Dirty with Jim Norton
  • Jim Jefferies
    21
    Legit, Down and Dirty with Jim Norton, Jim Jefferies: I Swear to God
  • Lewis Black
    22
    The Daily Show, The Aristocrats, Lewis Black: Black on Broadway
  • Joan Rivers
    23
    Fashion Police, The Joan Rivers Show, The Joan Rivers Show
  • Demetri Martin
    24
    Late Night with Conan O'Brien, Demetri Martin. Person., Important Things with Demetri Martin
  • Chris Tucker
    25
    Silver Linings Playbook, The Fifth Element, Rush Hour 2