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Movies like The Sky Pirate (1914)

The best movies like The Sky Pirate (1914) are The Ladies Man (1961), Jerry Seinfeld: I'm Telling You for the Last Time (1998) and Zach Galifianakis: Live at the Purple Onion (2007). If The Sky Pirate 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 Ladies Man (1961)

    After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Jerry Seinfeld: I'm Telling You for the Last Time (1998)

    Taped for HBO in August 1998, on the final date of Jerry Seinfeld's tour appearances at New York City's Broadhurst Theater, I'm Telling You for the Last Time presents the standup comedian's so-called "final" standup, or at least his final tour with the standup material that made him famous.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Zach Galifianakis: Live at the Purple Onion (2007)

    From an inauspicious beginning performing comedy routines in the back of a burger joint in New York, unorthodox stand-up star Zach Galifianakis has made a splash on the scene with his inimitable brand of humor. In this live show filmed at San Francisco's Purple Onion nightclub, the versatile funnyman serves up a healthy dose of his signature wit.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  4. Jerry Seinfeld: 23 Hours to Kill (2020)

    Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Kevin Hart: Laugh at My Pain (2011)

    Experience the show that quickly became a national phenomenon. Get an up-close and personal look at Kevin back in Philly where he began his journey to become one of the funniest comedians of all time.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  6. A Burlesque on Carmen (1915)

    A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.

    Why it matches: Recommended by TMDB viewers · both comedy

  7. Jimmy O. Yang: Good Deal (2020)

    In his debut standup special, Good Deal, Jimmy will tell you all about his take on Asian representation, how he learned to speak English from rap videos, dating tall women, and pursuing his dreams only to disappoint his old school Chinese parents. From assimilation to representation, Jimmy O. Yang delivers an absolutely hilarious hour of comedy in Good Deal.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  8. Louis C.K.: Hilarious (2010)

    In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Dave Chappelle: Deep in the Heart of Texas (2017)

    Comedy icon Dave Chappelle makes his triumphant return to the screen with a pair of blistering, fresh stand-up specials. Filmed at the Moody Theater in Austin, Texas, in April 2015.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. 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

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  11. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Louis C.K.: Live at The Comedy Store (2015)

    This material was developed and prepared over the last year or so, mostly in comedy clubs. This special kind of goes back to when he used to just make noises and be funny for no particular reason. It felt right to him to shoot this special in a club to give it that live immediate intimate feeling. The show is about an hour long. The opening act, who is seen at the beginning (good place for an opening act) is Jay London. One of his favorite club comics going way back to the late 80s when he first started in working in New York.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  13. Dave Chappelle: The Age of Spin (2017)

    Comedy icon Dave Chappelle makes his triumphant return to the screen with a pair of blistering, fresh stand-up specials. Filmed at The Palladium in Los Angeles, California, in March 2016.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. Taking Care of Business (1990)

    An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Kevin Hart: I'm a Grown Little Man (2009)

    Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in this live stand-up performance where he makes fun of everything and everybody - especially himself.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Mr. Bones (2001)

    A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. The Errand Boy (1961)

    Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Jim Jefferies: Freedumb (2016)

    Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Dog Gone (2008)

    A courageous boy battles a gang of bumbling thieves to rescue a dog carrying a fortune in stolen diamonds.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Gabriel Iglesias: Hot and Fluffy (2007)

    Gabriel Iglesias is one of the fastest-rising comics today! With his unique brand of humor, lovable stage presence and wide range of voices and impressions, it's no wonder that he already has a huge fan following. Now you can see Comedy Central's "Comic of the Year" in his sold-out performance at the historic Fox Theatre in Bakersfield, California!

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  21. The Vexxer (2007)

    Scotland Yard investigators have to prevent the murder of Victoria Dickman when her name is found on a death list.

    Why it matches: Similar story and style · both comedy

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  22. The Count (1916)

    A tailor's apprentice burns Count Broko's clothes while ironing them and the tailor fires him. Later, the tailor discovers a note explaining that the count cannot attend a dance party, so he dresses as such to take his place; but the apprentice has also gone to the mansion where the party is celebrated and bumps into the tailor in disguise…

    Why it matches: Similar story and style · both comedy

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  23. Live Wires and Love Sparks (1916)

    Bill is a married telephone worker, who gets chased around by a lot of people.

    Why it matches: Similar story and style · both comedy

  24. The Detectress (1919)

    Detective Lizzie sets out to recover the stolen plans for an invention.

    Why it matches: Similar story and style · both comedy

  25. Big Stan (2007)

    A weak con man panics when he learns he's going to prison for fraud. He hires a mysterious martial arts guru who helps transform him into a martial arts expert who can fight off inmates who want to hurt or love him.

    Why it matches: Similar story and style · both comedy

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  26. Hearts and Flowers (1919)

    A flirtatious hotel orchestra leader provokes conflict.

    Why it matches: Similar story and style · both comedy

  27. A Movie Star (1916)

    The star of a film attends a public showing.

    Why it matches: Similar story and style · both comedy

  28. The Ghost and Mr. Chicken (1966)

    Luther Heggs, a typesetter for the town newspaper, pitches an idea for a story about a local haunted house where a famous murder/suicide occurred 20 years earlier. After the editor assigns Luther to spend one night alone in the mansion, Heggs has a number of supernatural encounters and writes a front page story that makes him a hometown hero...until the nephew of the deceased sues him for libel.

    Why it matches: Similar story and style · both comedy

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  29. Women on the Verge of a Nervous Breakdown (1988)

    After being dumped by her lover, Pepa finds her life and the lives of those around her spiraling out of control in a deliciously chaotic series of events.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  30. Carry On Doctor (1967)

    Francis Bigger, a notorious charlatan who tours the country lecturing on the subject of mind over matter, slips off the platform in the middle of his performance and ends up in hospital under the care of Dr Tinkle. The hospital is about to enter a period of total chaos.

    Why it matches: Similar story and style · both comedy

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Like The Sky Pirate and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Sky Pirate?

The closest matches to The Sky Pirate are The Ladies Man (1961), Jerry Seinfeld: I'm Telling You for the Last Time (1998) and Zach Galifianakis: Live at the Purple Onion (2007). Below are 27 more, each with the reason it matches.

What should I watch after The Sky Pirate?

Start with The Ladies Man (1961), the closest match to The Sky Pirate.

What is the highest-rated movie like The Sky Pirate?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.

What is the newest movie like The Sky Pirate?

Jimmy O. Yang: Good Deal (2020) is the most recent release on this list.

Are there English movies like The Sky Pirate?

Yes: The Ladies Man (1961), Jerry Seinfeld: I'm Telling You for the Last Time (1998) and Zach Galifianakis: Live at the Purple Onion (2007).

How are movies similar to The Sky Pirate chosen?

First come films that Trakt’s viewers watch alongside The Sky Pirate, 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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