Movies like Cleo/Leo (1989)
The best movies like Cleo/Leo (1989) are Ladies First (2026), The Hot Chick (2002) and Dream Scenario (2023). If Cleo/Leo hooked you with its comedy and fantasy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Lord of the Rings: The Two Towers (2002)8.4/10 from 24,942 votes
- NewestLadies First (2026)Released 2026
Ladies First (2026)
An arrogant but charismatic ladies' man finds his life of money, power and casual flings upended when he wakes up in a parallel world dominated by women.
Why it matches: Recommended by TMDB viewers · both comedy & fantasy
SnoozefestMovies like thisThe Hot Chick (2002)
Not only is Jessica Spencer the most popular girl in school -- she is also the meanest. But things change for the attractive teen when a freak accident involving a cursed pair of earrings and a chance encounter at a gas station causes her to switch bodies with Clive, a sleazy crook. Jessica, in the form of the repulsive Clive, struggles to adjust to this radical alteration and sets out to get her own body back before the upcoming prom.
Why it matches: Recommended by TMDB viewers · both comedy & fantasy
Popcorn FlickMovies like thisDream Scenario (2023)
Hapless family man Paul Matthews finds his life turned upside down when millions of strangers suddenly start seeing him in their dreams. But when his nighttime appearances take a nightmarish turn, Paul is forced to navigate his newfound stardom.
Why it matches: Recommended by TMDB viewers · both comedy & fantasy
Popcorn FlickMovies like thisBeau Is Afraid (2023)
Following the sudden death of his mother, a mild-mannered but anxiety-ridden man confronts his darkest fears as he embarks on an epic odyssey back home.
Why it matches: Recommended by TMDB viewers · both comedy & fantasy
Popcorn FlickMovies like thisDogma (1999)
An abortion clinic worker with a special heritage is called upon to save the existence of humanity from being negated by two renegade angels trying to exploit a loophole and re-enter Heaven.
Why it matches: Recommended by TMDB viewers · both fantasy & comedy
Popcorn FlickMovies like thisDesperate Living (1977)
After killing her husband, Peggy Gravel and her murderous maid Grizelda wind up in the crazy town of Mortville, where Queen Carlotta presides over a sleazy collection of misfits.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCaught Stealing (2025)
Burned-out ex-baseball player Hank Thompson unexpectedly finds himself embroiled in a dangerous struggle for survival amidst the criminal underbelly of late 1990s New York City, forced to navigate a treacherous underworld he never imagined.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPsycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Wrong Guy (1997)
Nelson Hibbert expects to become the new president of Nagel Industries, but Mr. Nagel gives the promotion to another employee. When Nelson barges into Nagel's office to confront him, he finds Nagel's been murdered. Fearing that he will be implicated, Nelson decides to run from the law...despite the fact that the police already know the killer's identity.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais: Armageddon (2023)
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisJawbreaker (1999)
When an exclusive clique of teenage socialites accidentally murder their best friend on the morning of her birthday, the three girls responsible conspire to hide the truth.
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 thisInto the Night (1985)
Ed Okin used to have a boring life. He used to have trouble getting to sleep. Then one night, he met Diana. Now, Ed's having trouble staying alive.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEating Raoul (1982)
A prudish married couple feel put upon by the swingers living in their apartment building. One night, by accident, they discover a way to both rid themselves of the “perverts” down the hall and simultaneously realize their dream of opening a restaurant.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWho Is Cletis Tout? (2001)
With a hitman’s gun aimed at him, Finch tells the story of how he broke out of jail, fell in love, and took the identity of a man wanted by the Mafia.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisFreaky Tales (2025)
In 1987 Oakland, a mysterious force guides The Town's underdogs in four interconnected tales: teen punks defend their turf against Nazi skinheads, a rap duo battles for hip-hop immortality, a weary henchman gets a shot at redemption, and an NBA All-Star settles the score.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAll of Me (1984)
Just before stubborn millionaire Edwina Cutwater dies, she asks her uptight lawyer, Roger Cobb, to amend her will so that her soul will pass to the young, vibrant Terry Hoskins – but the spiritual transference goes awry. Edwina enters Roger's body instead, forcing him to battle Edwina for control of his own being.
Why it matches: Similar story and style · both comedy & fantasy
Popcorn FlickMovies like thisSome Like It Hot (1959)
In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.
Why it matches: Similar story and style · both comedy
Absolute CinemaMovies like thisKing Kong (1933)
Adventurous filmmaker Carl Denham sets out to produce a motion picture unlike anything the world has seen before. Alongside his leading lady Ann Darrow and his first mate Jack Driscoll, they arrive on an island and discover a legendary creature said to be neither beast nor man. Denham captures the monster to be displayed on Broadway as King Kong, the eighth wonder of the world.
Why it matches: Similar story and style · both fantasy
Worth the HypeMovies like thisPocketful of Miracles (1961)
A New York gangster and his girlfriend attempt to turn street beggar Apple Annie into a society lady when the peddler learns her daughter is marrying royalty.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisGhost (1990)
After a young man is murdered, his spirit stays behind to warn his lover of impending danger, with the help of a reluctant psychic.
Why it matches: Similar story and style · both fantasy
Worth the HypeMovies like thisThe Important Witness (1933)
A freelance stenographer is hired for a job, but when she arrives at the address she was given, she finds that a murder has taken place there--and she is arrested for it.
Why it matches: Similar story and style · both comedy
The Lord of the Rings: The Two Towers (2002)
Frodo Baggins and the other members of the Fellowship continue on their sacred quest to destroy the One Ring--but on separate paths. Their destinies lie at two towers - Orthanc Tower in Isengard, where the corrupt wizard Saruman awaits, and Sauron's fortress at Barad-dur, deep within the dark lands of Mordor.
Why it matches: Similar story and style · both fantasy
Absolute CinemaMovies like thisArsenic and Old Lace (1944)
Mortimer Brewster, a newspaper drama critic, playwright, and author known for his diatribes against marriage, suddenly falls in love and gets married; but when he makes a quick trip home to tell his two maiden aunts, he finds out his aunts' hobby - killing lonely old men and burying them in the cellar!
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisBreakfast at Tiffany's (1961)
Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in their way.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisToo Much Harmony (1933)
A singer is involved with two women in his life, one a "good" girl and one a "bad" one."
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Cleo/Leo?
The closest matches to Cleo/Leo are Ladies First (2026), The Hot Chick (2002) and Dream Scenario (2023). Below are 27 more, each with the reason it matches.
What should I watch after Cleo/Leo?
Start with Ladies First (2026), the closest match to Cleo/Leo.
What is the highest-rated movie like Cleo/Leo?
The Lord of the Rings: The Two Towers (2002), rated 8.4/10 by 24,942 TMDB users.
What is the newest movie like Cleo/Leo?
Ladies First (2026) is the most recent release on this list.
Are there English movies like Cleo/Leo?
Yes: Ladies First (2026), The Hot Chick (2002) and Dream Scenario (2023).
How are movies similar to Cleo/Leo chosen?
First come films that Trakt’s viewers watch alongside Cleo/Leo, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.