The Funniest Musical Comedians of All Time

Over 800 Ranker voters have come together to rank this list of The Funniest Musical Comedians of All Time
Voting Rules
Vote up the funniest musical comedians and singing stand-ups.

This list contains information about the best musical comedians, loosely ranked by user votes. The best musical comedians come in many forms. Some famous musical comedians play guitar while other musical comedians compose hilarious parody songs. A few hilarious musical comedians have gone on to become some of the most successful stand-ups in the world.

Who will you find on this top musical comedians list? “Weird Al” Yankovic has to be at the top. The Grammy Award winning comedian's 2014 release, Mandatory Fun, rose to No. 1 on the Billboard charts – a rare feat for a musical comedian. “White & Nerdy,” “Eat It,” and “Like a Surgeon” are among his most popular tracks. Tenacious D – comprised of Jack Black and Kyle Gass – is another hilarious act that combines music and comedy.

Zach Galifianakis' piano-based poems always get lots of laughs when the comedian performs live. Other funny people featured on this best musical comedians list include Reggie Watts, Spinal Tap, and Adam Sandler.

How will we ever determine which musical comedian deserves the top spot on this list? Help us decide by giving your favorites a thumbs up and please add any comedians who play instruments we may have missed.


Most divisive: Reggie Watts
Ranked by
  • An unparalleled king of musical comedy, Weird Al Yankovic has spent over four decades creating incredibly clever parodies and amusing original songs that have certainly earned him a spot on this list. With a talent for transforming popular tunes into hilarious satires about food, pop culture, and more, Yankovic has consistently maintained his relevance amongst changing genres and styles. Not only has he charmed audiences with his undeniable wit, but he's also garnered numerous accolades including five Grammy Awards, solidifying his comedic legacy.

  • Monty Python
    297 votes

    When it comes to legendary British humor, Monty Python remains one of the most iconic comedy troupes of all time. Responsible for groundbreaking skits and side-splitting tunes, the group has produced many unforgettable numbers such as "Always Look on the Bright Side of Life" and "The Lumberjack Song." By seamlessly blending irreverent humor with catchy melodies, Monty Python has left an indelible mark on both comedic and musical history.

  • Bo Burnham
    343 votes

    A true prodigy of comedic songwriting, Bo Burnham first gained fame on Youtube as a teenager with his sharp-witted and brutally honest tunes. His insightful lyrics and unique blend of rapid-fire wordplay, self-deprecating humor, and piano-driven melodies have made him a widely adored artist within the comedy community. Over the years, Burnham has matured into a multitalented performer, effortlessly balancing tongue-in-cheek humor with astute social commentary in his stand-up specials and critically acclaimed film work.

  • Steve Martin
    274 votes

    A veritable renaissance man, Steve Martin's multifaceted brand of comedy includes his unmistakable talent for humorous banjo playing. Aside from his acting and stand-up accomplishments, Martin has a gift for seamlessly incorporating his musical skills into his comedic routines. With an unparalleled presence on stage, he manages to captivate audiences, even when diving into complex bluegrass numbers that showcase his incredible dexterity and deep appreciation for the genre.

  • Tenacious D
    280 votes

    Featuring the comedic powerhouse duo of Jack Black and Kyle Gass, Tenacious D has created a unique fusion of satirical rock music and infectious humor. Armed with their acoustic guitars, the pair have cultivated a dedicated following while producing unapologetically ludicrous tracks that parody rock clichés and showcase their undeniable musical talent. Their impressive discography includes the cult classic album, The Pick of Destiny, which further solidifies their place amongst the best musical comedians to ever grace the stage.

  • Comprised of Saturday Night Live alumni Andy Samberg, Akiva Schaffer, and Jorma Taccone, The Lonely Island has been leaving audiences in stitches since their early days on the iconic sketch show. Responsible for creating some of the most memorable SNL Digital Shorts, their brilliant blend of catchy pop melodies and hysterical lyrics has resulted in numerous viral hits like "I'm on a Boat" and "Lazy Sunday." Their incredible knack for parodying contemporary music trends makes them an undeniable force within the world of comedic music.