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Movies like Bill Hicks: Bill Loses it in Chicago (1989)

The best movies like Bill Hicks: Bill Loses it in Chicago (1989) are The Naked Gun 2½: The Smell of Fear (1991), The Onion Movie (2008) and In the Loop (2009). If Bill Hicks: Bill Loses it in Chicago hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Naked Gun 2½: The Smell of Fear (1991)

    Bumbling lieutenant Frank Drebin is out to foil the big boys in the energy industry, who intend to suppress technology that will put them out of business.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. The Onion Movie (2008)

    Venerable newscaster Norm Archer reports the latest news in politics, health, culture and entertainment - such as an automotive recall of decapitation-inducing "Neckbelts" and a study finding that "depression hits losers hardest". This compilation of bogus news stories, celebrity profiles, movie trailers and skits come courtesy of the ace satirists at The Onion.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. In the Loop (2009)

    The US President and the UK Prime Minister are planning on launching a war in the Middle East, but—behind the scenes—government officials and advisers are either promoting the war or are trying to prevent it.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  4. Monty Python's The Meaning of Life (1983)

    Life's questions are 'answered' in a series of outrageous vignettes, beginning with a staid London insurance company which transforms before our eyes into a pirate ship. Then there's the National Health doctors who try to claim a healthy liver from a still-living donor. The world's most voracious glutton brings the art of vomiting to new heights before his spectacular demise.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (1964)

    After the insane General Jack D. Ripper initiates a nuclear strike on the Soviet Union, a war room full of politicians, generals and a Russian diplomat all frantically try to stop it.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  6. Naked Gun 33⅓: The Final Insult (1994)

    Frank Drebin is persuaded out of retirement to go undercover in a state prison. There he has to find out what top terrorist, Rocco, has planned for when he escapes. Adding to his problems, Frank's wife, Jane, is desperate for a baby.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. Chris Rock: Bigger & Blacker (1999)

    Chris Rock brings his critically acclaimed brand of social commentary-themed humour to this HBO Special, extolling his razor-sharp wit and wisdom on such topics as gun control, President Clinton, homophobia, racism, black leaders and relationships.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  8. Duck Soup (1933)

    Rufus T. Firefly is named president/dictator of bankrupt Freedonia and declares war on neighboring Sylvania over the love of wealthy Mrs. Teasdale.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Jimmy Carr: Natural Born Killer (2024)

    Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. The Naked Gun: From the Files of Police Squad! (1988)

    When the bumbling Lieutenant Frank Drebin investigates events following the shooting of his partner, he stumbles upon an attempt to assassinate Queen Elizabeth II.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Bill Burr: Paper Tiger (2019)

    Comedian Bill Burr talks male feminists, outrage culture, robot sex, and cultural appropriation in this standup comedy special shot in London.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  12. Dave Chappelle: The Unstoppable... (2025)

    Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Eric Andre: Legalize Everything (2020)

    Comedian Eric Andre presents his very first Netflix original stand-up special. Taking the stage in New Orleans, Andre breaks the boundaries of comedy as he critiques the war on drugs, the war on sex, and the war on fart jokes!

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Britannia Hospital (1982)

    Britannia Hospital, an esteemed English institution, is marking its gala anniversary with a visit by the Queen Mother herself. But when investigative reporter Mick Travis arrives to cover the celebration, he finds the hospital under siege by striking workers, ruthless unions, violent demonstrators, racist aristocrats, an African cannibal dictator, and sinister human experiments.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Oh! What a Lovely War (1969)

    The working-class Smiths change their initially sunny views on World War I after the five boys of the family witness the harsh reality of trench warfare.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Dave Chappelle: Killin' Them Softly (2000)

    Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  17. Dave Chappelle: The Dreamer (2023)

    From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. The Dictator (2012)

    The heroic story of a dictator who risks his life to ensure that democracy would never come to the country he so lovingly oppressed.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. The Mouse That Roared (1959)

    The Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows and arrows) to New York and they arrive during a nuclear drill that has cleared the streets.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Dave Chappelle: Sticks & Stones (2019)

    Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  21. Charlie and the Chocolate Factory (2005)

    A young boy wins a tour through the most magnificent chocolate factory in the world, led by the world's most unusual candy maker.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  22. Paul Mooney: A Piece of My Mind - God Bless America (2014)

    The venomous, no holds barred style of standup comedy legend Paul Mooney is on full display in this concert special. The vitriolic funnyman spares no politician or pop icon from his scathing wit, throwing jabs at Sarah Palin, Mel Gibson, Tiger Woods and many others. Defiant, socially relevant and always hilarious, it’s a legendary Mooney performance, taped live at the Cobb Energy Centre in Atlanta, Georgia.

    Why it matches: Similar story and style · both comedy

  23. Wawa (2008)

    Garance has just lost her Wawa. It’s going to be picked up, rolled around, transported, thrown away, carted off, dragged off, snatched up, shot, smashed, trampled, given away, pushed around, stolen, soiled, forgotten, chewed on, slapped, crushed, banged up, and found again. This is the story of the unfortunate trip of a stuffed dog through the streets of Paris.

    Why it matches: Similar story and style · both comedy

  24. Monólogos de un hombre incierto (2010)

    Why it matches: Similar story and style · both comedy

  25. In China They Eat Dogs (1999)

    Arvid is an ordinary bank clerk who lives a rather unassuming life with his dear girlfriend. But his life is turned completely upside down when he bravely manages to avert a robbery against the bank where he works.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  26. To Be or Not to Be (1942)

    During the Nazi occupation of Poland, an acting troupe becomes embroiled in a Polish soldier's efforts to track down a German spy.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  27. Brazil (1985)

    Low-level bureaucrat Sam Lowry escapes the monotony of his day-to-day life through a recurring daydream of himself as a virtuous hero saving a beautiful damsel. Investigating a case that led to the wrongful arrest and eventual death of an innocent man instead of wanted terrorist Harry Tuttle, he meets the woman from his daydream, and in trying to help her gets caught in a web of mistaken identities, mindless bureaucracy and lies.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Mars Attacks! (1996)

    A fleet of Martian spacecraft surrounds the world's major cities and all of humanity waits to see if the extraterrestrial visitors have, as they claim, "come in peace." U.S. President James Dale receives assurance from science professor Donald Kessler that the Martians' mission is a friendly one. But when a peaceful exchange ends in the total annihilation of the U.S. Congress, military men call for a full-scale nuclear retaliation.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. Les présidentielles de l'humour (2017)

    Why it matches: Similar story and style · both comedy

  30. A Man Walks Into a Bar... (2016)

    A man walks into a bar, the start of a bad joke with an even worse pun? or a cautionary tail that tells us, don't tempt fate.........just don't.

    Why it matches: Similar story and style · both comedy

Like Bill Hicks: Bill Loses it in Chicago and something else?

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Frequently asked questions

What are the best movies like Bill Hicks: Bill Loses it in Chicago?

The closest matches to Bill Hicks: Bill Loses it in Chicago are The Naked Gun 2½: The Smell of Fear (1991), The Onion Movie (2008) and In the Loop (2009). Below are 27 more, each with the reason it matches.

What should I watch after Bill Hicks: Bill Loses it in Chicago?

Start with The Naked Gun 2½: The Smell of Fear (1991), the closest match to Bill Hicks: Bill Loses it in Chicago.

What is the highest-rated movie like Bill Hicks: Bill Loses it in Chicago?

Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (1964), rated 8.1/10 by 6,482 TMDB users.

What is the newest movie like Bill Hicks: Bill Loses it in Chicago?

Dave Chappelle: The Unstoppable... (2025) is the most recent release on this list.

Are there English movies like Bill Hicks: Bill Loses it in Chicago?

Yes: The Naked Gun 2½: The Smell of Fear (1991), The Onion Movie (2008) and In the Loop (2009).

How are movies similar to Bill Hicks: Bill Loses it in Chicago chosen?

First come films that Trakt’s viewers watch alongside Bill Hicks: Bill Loses it in Chicago, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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