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Movies like Penny (2025)

The best movies like Penny (2025) are Taking Care of Business (1990), The Errand Boy (1961) and The Million Pound Note (1954). If Penny hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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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  2. 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

    Popcorn FlickMovies like this
  3. The Million Pound Note (1954)

    An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he tries to use the note to buy something, people treat him like a king and let him have whatever he likes for free. Ultimately, the money proves to be more troublesome than it is worth when it almost costs him his dignity and the woman he loves.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  4. Impractical Jokers: The Movie (2020)

    The story of a humiliating high school mishap from 1992 that sends the Impractical Jokers on the road competing in hidden-camera challenges for the chance to turn back the clock and redeem three of the four Jokers.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)

    Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. Chris Rock: Kill the Messenger (2008)

    An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  8. Sextuplets (2019)

    Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Stewie Griffin: The Untold Story (2005)

    The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. 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
  11. Airborne (1993)

    Good-natured teen surfer Mitchell Goosen finds himself staying with his aunt and uncle in Cincinnati, Ohio when his parents head to Australia for work. There he meets his cousin, Wiley, and together they try to navigate the perils of high school—avoid the bullies, get the girl, and win a little respect.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. The Three Stooges (2012)

    Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the only home they've ever known to close, the trio sets out to raise $830,000 in one month. Out in the world for the very first time, the three innocent bumblers become embroiled in a murder plot and find stardom on a TV reality show.

    Why it matches: Recommended by TMDB viewers · both comedy

  13. Shorts (2009)

    A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.

    Why it matches: Recommended by TMDB viewers · both comedy

  14. Iliza Shlesinger: War Paint (2013)

    Her innocent appearance is just a cover for Last Comic Standing winner Iliza Shlesinger's acerbic, stream-of-conscious comedy that she unleashes on an unsuspecting audience in her hometown of Dallas in "War Paint," her first stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. LaRoy, Texas (2024)

    Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. 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
  17. Robot Chicken: Star Wars (2007)

    A series of 30 sketches, following the hilarious antics of various characters from a galaxy, far, far away.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. The Paper Tigers (2020)

    Three middle aged men polish their martial arts skills to avenge their fallen master.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Private Valentine: Blonde & Dangerous (2008)

    When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain that it will change her life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Hollywood or Bust (1956)

    The last movie with Jerry Lewis and Dean Martin together, is a satire of the life in Hollywood. Steve Wiley is a deceiver who cheats Malcolm Smith when he wins a car, claiming that he won it too. Trying to steal the car, Steve tells Malcolm that he lives in Hollywood, next to Anita Ekberg's. When Malcom hears that, they both set out for Hollywood and the adventure begins...

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Raggedy Ann & Andy: A Musical Adventure (1977)

    Raggedy Ann and Andy, along with other toys, reside in the nursery of a little girl named Marcella. During Marcella's seventh birthday, Babette, from France, is introduced as the new doll from a large package. When the lecherous Captain Contagious kidnaps Babette and escapes from the nursery, Ann and Andy must navigate the Deep Deep Woods to save her.

    Why it matches: Similar story and style · both comedy

  22. Untitled (TBA)

    Why it matches: Similar story and style · both comedy

  23. A Cent of Luck (2019)

    A man experiences bad luck for a day, after discovering a upside-down penny on the floor, until he makes a wish and reverses his luck.

    Why it matches: Similar story and style · both comedy

  24. Taxi nach Rathenow (1991)

    Why it matches: Similar story and style · both comedy

  25. Ilona & Kurti (1991)

    Kurt Schneider is a superficial and funloving character. Instigated by his mother he swindles his way into the legacy of a house and some money. Both Kurti and his mother are certain there are no legal heirs to the property. Great is their surprise when Ilona appears, who is the legal heiress coming from a remote part of Yugoslavia. Several attempts to get rid of that "Tschusch" prove unsuccessful. Once Mama Schneider gets to know that Ilona is also the beneficiary of a sizable life assurance contract, she destines her son to marry Ilona. While trying to double-cross Ilona, Kurti actually falls in love with her. Now it is Ilona's turn to take vengeance on mother Schneider and to prompt Kurti to take a clear-cut decision...

    Why it matches: Similar story and style · both comedy

  26. Best Little Whorehouse in Rochdale (2013)

    After the untimely death of her husband, shy Joan (a part-time cleaner) has to make money fast to keep from losing her home. She asks Fred, her sleazy boss, if she can work more hours - but instead, he takes on sexy air-head, Sharon and fires Joan. Now, she's forced to resort to extreme measures to avoid her home being repossessed. Aided by Sharon, and her two friends/former work-mates (65 year-old eccentric Enid, and desperate Mavis), Joan becomes the Madame of a do-it-yourself co-operative brothel... A brothel with no sex!

    Why it matches: Similar story and style · both comedy

  27. Plien en Bianca: Ngorongoro (2001)

    Why it matches: Similar story and style · both comedy

  28. Plien en Bianca: Biks! (2001)

    Registration of the second theatre program by the Dutch comedy duo Plien (van Bennekom) & Bianca Krijgsman.

    Why it matches: Similar story and style · both comedy

  29. Plien en Bianca: Wie dan allemaal? (2008)

    Two lonely brothers and two failed artists.

    Why it matches: Similar story and style · both comedy

  30. The Great Seven (2018)

    In a very large prison , 7 of the most important and largest personalities in society. They have an important social character and influence in the society in which their imprisonments affects the ruin of the society abroad

    Why it matches: Similar story and style · both comedy

Like Penny and something else?

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

Frequently asked questions

What are the best movies like Penny?

The closest matches to Penny are Taking Care of Business (1990), The Errand Boy (1961) and The Million Pound Note (1954). Below are 27 more, each with the reason it matches.

What should I watch after Penny?

Start with Taking Care of Business (1990), the closest match to Penny.

What is the highest-rated movie like Penny?

Robot Chicken: Star Wars (2007), rated 7.2/10 by 278 TMDB users.

What is the newest movie like Penny?

LaRoy, Texas (2024) is the most recent release on this list.

Are there English movies like Penny?

Yes: Taking Care of Business (1990), The Errand Boy (1961) and The Million Pound Note (1954).

How are movies similar to Penny chosen?

First come films that Trakt’s viewers watch alongside Penny, 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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