Movies like Penny (1953)
The best movies like Penny (1953) are The Trouble with Angels (1966), Babes (2024) and No Time for Sergeants (1958). 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
- Highest ratedCity Lights (1931)8.2/10 from 2,590 votes
- NewestDave Chappelle: The Unstoppable... (2025)Released 2025
The Trouble with Angels (1966)
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBabes (2024)
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo Time for Sergeants (1958)
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThunderstruck (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
Popcorn FlickMovies like thisHello (2013)
The film tells the story of three best friends named Ako, Aki and Awang, who are well-known in their village for their mischievous and humourous pranks. The trio work for Pak Man. One day, they are assigned to pick up his daughter Misha, who has just returned from overseas and dreams of becoming a doctor. The trio have been in love with her for a long time but she does not pay them any heed. When Misha is robbed by a snatch thief one day, she is rescued by a doctor named Shafiq. Her face reminds the doctor of his late wife, and he begins to pursue her, which annoys the trio.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIliza 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 thisCadet Kelly (2002)
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnuvahood (2011)
Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Willoughbys (2020)
When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaking 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
Popcorn FlickMovies like thisThe Super (1991)
Louie Kritski is a heartless landlord who has been so negligent in keeping up his ghetto apartment that he is threatened with jail time. The judge gives him another option -- he must live in his rat-infested hell hole until he brings it up to liveable standards.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisI Love My Dad (2022)
A hopelessly estranged father catfishes his son in an attempt to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisLike a Boss (2020)
Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHannibal Buress: Comedy Camisado (2016)
He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe 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
Popcorn FlickMovies like thisSneakerella (2022)
When El, an aspiring sneaker designer from Queens, meets Kira King, the fiercely independent daughter of legendary basketball star and sneaker tycoon Darius King, sparks fly as the two bond over their mutual affinity for sneakers. With a little nudge from his best friend and a sprinkle of Fairy Godfather magic, El finds the courage to use his talent to pursue his dream of becoming a ‘legit’ sneaker designer in the industry.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Air Up There (1994)
Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWhat Did You Do in the War, Daddy? (1966)
A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way. Because of aerial reconnaissance, they must look like they are fighting. To sort this out an intelligence officer is sent in. Meanwhile the festival gets complicated with the Mayors daughter.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDave 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 thisChild of the Danube (1950)
Marika is a cheerful girl who lives on the Danube aboard an old barge she inherited from her father. She works as a waitress in her aunt's inn, entertaining the guests with singing and dancing. Her greatest dream is to save enough money to repair the old barge and sail down the Danube. One day, she meets three young artists, Georg, Oskar, and Christoph, who all fall in love with her. Together, they put on an open-air revue and raise the necessary money. And with Georg, Marika is lucky in love.
Why it matches: Similar story and style · both comedy
City Lights (1931)
A tramp falls in love with a beautiful blind flower girl. His on-and-off friendship with a wealthy man allows him to be the girl's benefactor and suitor.
Why it matches: Similar story and style · both comedy
Absolute CinemaMovies like thisThe Song of Night (1932)
He was known as Anatole Litvak during his Hollywood directorial career, but he was still Anatole Litwak when he helmed the German musical Das Lied Einer Nacht (The Song of Night). Famed Polish tenor Jan Kiepura stars as famed Italian tenor Ferraro. Escaping from his tyrannical manager, Ferraro switches identities with a young tourist (Fritz Schulz) and goes off on an unscheduled Swiss holiday. Still travelling incognito, our hero falls in love with a winsome mountain girl (Magda Schneider). Alas, both his romance -- and his freedom -- are placed in jeopardy when it turns out that the charming young fellow with whom Ferraro traded identities was actually a notorious swindler. Anatole Litvak also directed the English-language version of Das Lied Einer Nacht, Be Mine Tonight
Why it matches: Similar story and style · both comedy
Marriage of Figaro (1949)
Shortly after WWII, the DEFA Studios produced a series of operas and operettas which belonged to the classical German musical heritage. This enchanting film, the very first opera production of DEFA, stands out because of its lavish decor and costumes, its outstanding actors and their masterful voices of that time.
Why it matches: Similar story and style · both comedy
Mr. Smith Goes to Washington (1939)
After the death of a United States Senator, the idealistic Jefferson Smith is appointed as his replacement in Washington. The naive and earnest new senator soon finds himself battling political corruption.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisMy Friends Act III (1985)
This time the "amici" (friends) are just four: Necchi, Meandri, Mascetti and Sassaroli. Nevertheless they are older they still love to spend their time mainly organizing irresistible jokes to everyone in every kind of situation. Mascetti is hospitalized in a geriatric clinic. Of course the place become immediately the main stage for all their jokes. After some jokes they decided to place an ultimate incredible and farcical joke to the clinic guests.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisTeen Batti Char Raasta (1953)
Ramesh, the youngest son of a well-to-do family, falls in love with a woman he hears singing on the radio -- even though he's never seen her. When he finds out his mystery woman is Ksama, a servant in his parents' house, everything is thrown into turmoil. Will Ramesh accept Ksama? Will they get married? Love may just conquer all in this classic Bollywood melodrama.
Why it matches: Similar story and style · both comedy
A Glass of Beer (1955)
Marci is drafted from a typical block building in the 6th district in Pest. He says good-bye to Juli living in the same house, with whom they are both very much fond of each other, but neither of them makes a confession. Juli works in a factory, and with her friend Gizus she goes out in the evening for dancing and drinking. After a year, Marci comes back for holiday, he is full of love.
Why it matches: Similar story and style · both comedy
Gasparone (1955)
Based on the operetta of the same name by Carl Milöcker. The residents of an Austrian town decide to teach their eccentric mayor a lesson. A young fisherman dresses up as the famous bandit Gaspare and goes to see the mayor. The mayor, terrified, flees from "Gaspare" and commits a series of ridiculous acts, becoming the laughing stock of the whole town.
Why it matches: Similar story and style · both comedy
Leena (1954)
Unemployed girl shoplifts in department store. Son of a wealthy family notice the shoplifting but won't turn her in. After awhile they are seen together and press thinks they are engaged.
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 The Trouble with Angels (1966), Babes (2024) and No Time for Sergeants (1958). Below are 27 more, each with the reason it matches.
What should I watch after Penny?
Start with The Trouble with Angels (1966), the closest match to Penny.
What is the highest-rated movie like Penny?
City Lights (1931), rated 8.2/10 by 2,590 TMDB users.
What is the newest movie like Penny?
Dave Chappelle: The Unstoppable... (2025) is the most recent release on this list.
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.