Movies like Heads Up, Charley (1927)
The best movies like Heads Up, Charley (1927) are Shane Gillis: Beautiful Dogs (2023), Taking Care of Business (1990) and Adam Sandler: Love You (2024). If Heads Up, Charley hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestDriver's Ed (2026)Released 2026
Shane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisAdam Sandler: Love You (2024)
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEddie Murphy Raw (1987)
Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGabriel 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 thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIliza Shlesinger: Confirmed Kills (2016)
The standup sensation tackle's TV's "Shark Tank," what it means to be a woman and how to deal with the lawless party goblin that lives in us all.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNikki Glaser: Someday You'll Die (2024)
Comedian and actress Nikki Glaser is back in her second HBO special, diving into a wide range of topics including why she doesn't want kids, the harsh realities of aging, her sexual fantasies and more.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRookie of the Year (1993)
When the cast comes off his once broken arm, a 12-year-old boy can throw a 100-mile-an-hour fastball, and the Chicago Cubs want him as their new pitcher.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJim Jefferies: This Is Me Now (2018)
The gleefully irreverent Jefferies skewers “grabby” celebrities, political hypocrisy and his own ill-advised career moves in a brash stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisStewie 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
Popcorn FlickMovies like thisShanghaied (1915)
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDave Chappelle: The Closer (2021)
As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHard to Die (1990)
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJohn Mulaney: Kid Gorgeous at Radio City (2018)
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisA Flintstones Christmas Carol (1994)
Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Humanity (2018)
In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHollywood Shuffle (1987)
Aspiring actor and hot-dog stand employee Bobby Taylor catches the ire of his grandmother for auditioning for a role in the regrettably titled exploitation film "Jivetime Jimmy's Revenge." When Tinseltown Studios casts Taylor in the title role, he has a series of conflicted dreams satirizing African-American stereotypes in Hollywood, and must reconcile his career goals with his desire to remain a positive role model for his little brother.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJim Jefferies: High n' Dry (2023)
No topic is off limits for Jim Jefferies as he muses on stoned koalas, his dad’s vasectomy confusion and choosing between his hair and his sex drive.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Revolt of Mr. Wiggs (1915)
Mr. Wiggs' wife is a militant suffragist, and he is the miserable sufferer left at home to mind their five children and feel that married life is closely approaching Sherman's idea of war. So, he decides to break her spirit with underhanded tricks. He succeeds but they are all poorer for his boorish behavior.
Why it matches: Similar story and style · both comedy
A Fugitive from Matrimony (1919)
The Riggs family, newly wealthy from Oklahoma oil, move to an estate in Ossining, New York, adjoining that of eligible bachelor Stephen Van Courtlandt, who wants to avoid marriage. Mrs. Riggs, anxious to break into society, wants her daughter Barbara to marry Stephen.
Why it matches: Similar story and style · both comedy
Dave's Love Affair (1911)
Dave is sweet on May and she likes him, so while he is sitting with her on the front steps, he all togged out in his glad clothes, his boy pals play a trick on him by sending him a note about a certain Clarice. Of course, Clarice is a myth, but may is too jealous to believe his denial, so sends poor Dave away. The boys, however, are sorry when they see their grief-stricken pal so down in the mouth, and hasten to right the wrong their joke had occasioned. Dave now realizes that the course of true love ne'er did run smooth.
Why it matches: Similar story and style · both comedy
Dorothy and the Scarecrow in Oz (1910)
Dorothy and the Scarecrow are now in the Emerald City. They have become friendly with the Wizard, and together with the woodman, the cowardly lion, and several new creations equally delightful, they journey through Oz -- the earthquake -- and into the glass city. The Scarecrow is elated to think he is going to get his brains at last and be like other men are; the Tin-Woodman is bent upon getting a heart, and the cowardly lion pleads with the great Oz for courage. All these are granted by his Highness. Dorothy picks the princess. -- The Dangerous Mangaboos. -- Into the black pit, and out again. We then see Jim, the cab horse, and myriads of pleasant surprises that hold and fascinate.
Why it matches: Similar story and style · both comedy
The Power of the Camera (1913)
Two convicts escape from the city jail and manage to elude their pursuers for quite a while, by contriving a fake motion picture machine and posing as picture producers. But, like many of us, they become over-confident and are finally apprehended by the guard.
Why it matches: Similar story and style · both comedy
Pan profesor, nepřítel žen (1913)
Why it matches: Similar story and style · both comedy
Cold Turkey (1925)
A chaotic, night-long comedy ensues when a newlywed couple's celebration is interrupted by rowdy in-laws, a pet parrot that gets stuck inside the cooked turkey, and a series of slapstick mishaps. The turmoil is resolved when a perceived, romantic misunderstanding is revealed to be a secret surprise celebration for the husband's new contract and salary increase.
Why it matches: Similar story and style · both comedy
Minnie (1922)
Minnie, the homeliest girl in town, is devoted to her father, a discouraged inventor who has been working on a wireless device. Subject to the sneers of her neighbors, Minnie "invents" a lover and sends herself letters and flowers. Her stepsister suspects the truth and threatens to expose her. Desperate, she claims an unidentified body at the morgue and tells a reporter that this is her lover, unaware that the body is that of a Chinese man. The absent-minded reporter sees her heart and forgets about the big story. After further disappointments in the invention, Minnie's stepmother decides to leave her father. Her father then has a success and becomes rich. At a celebration, the stepsister and townspeople are surprised when a new couple appear, which turn out to be the former reporter and his lovely wife Minnie.
Why it matches: Similar story and style · both comedy
Heart Trouble (1928)
No known surviving copy is known to exist. This well received film revolved around Harry Van Housen's rejection from service in WWI and subsequent heroism in foiling a ring of spies.
Why it matches: Similar story and style · both comedy
The Boy Friend (1926)
A young man uses tips from an absurd book to woo a woman he fancies.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Heads Up, Charley?
The closest matches to Heads Up, Charley are Shane Gillis: Beautiful Dogs (2023), Taking Care of Business (1990) and Adam Sandler: Love You (2024). Below are 27 more, each with the reason it matches.
What should I watch after Heads Up, Charley?
Start with Shane Gillis: Beautiful Dogs (2023), the closest match to Heads Up, Charley.
What is the highest-rated movie like Heads Up, Charley?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like Heads Up, Charley?
Driver's Ed (2026) is the most recent release on this list.
Are there German movies like Heads Up, Charley?
The closest matches are in other languages.
How are movies similar to Heads Up, Charley chosen?
First come films that Trakt’s viewers watch alongside Heads Up, Charley, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.