Movies like Lillian's Dilemma (1914)
The best movies like Lillian's Dilemma (1914) are A-Haunting We Will Go (1942), The Happiest Days of Your Life (1950) and A Night at the Opera (1935). If Lillian's Dilemma hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedA Night at the Opera (1935)7.4/10 from 585 votes
- NewestLadies First (2026)Released 2026
A-Haunting We Will Go (1942)
Stan and Ollie get involved with con men, crooks, a genial magician, and two interchangeable coffins with disastrous but funny results.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Happiest Days of Your Life (1950)
Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Night at the Opera (1935)
The Marx Brothers take on high society and the opera world to bring two lovers together. A sly business manager and two wacky friends of two opera singers help them achieve success while humiliating their stuffy and snobbish enemies.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Chaplin Revue (1959)
Three Chaplin silent comedies "A Dog's Life", "Shoulder Arms", and "The Pilgrim" are strung together to form a single feature length film. Chaplin provides new music, narration, and a small amount of new connecting material. "Shoulder Arms" is now described as taking place in a time before "the atom bomb".
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisLiberty (1929)
While changing clothes in a getaway car, escaped convicts Stan and Ollie mistakenly put on each other's pants. They spend the rest of the film trying to exchange pants in various unlikely settings.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPolice (1916)
Charlie is released from prison and immediately swindled by a fake parson. A fellow ex-convict convinces Charlie to help burglarize a house.
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 thisThe 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 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 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 thisLadies 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
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 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 thisFrom Soup to Nuts (1928)
Inexperienced waiters (Laurel & Hardy) are hired for a swank dinner party.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Play House (1921)
Upon waking from the dream of a theater peopled entirely by numerous Buster Keatons, a lowly stage hand causes havoc everywhere he works.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Woman (1915)
Mother, father and daughter go to the park. The women doze off on a bench while the father plays a hide-and-seek game with a girl, blindfolded. Charlie leads him into a lake. Both dozing ladies on the bench fall for Charlie and invite him for dinner. The father returns home with a friend. Charlie rushes upstairs and dresses like a woman, shaving his mustache. Both men fall for Charlie.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPlan B (2021)
After a regrettable first sexual encounter, a straight-laced high school student and her slacker best friend have 24 hours to hunt down a Plan B pill in America's heartland.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLEGO Marvel Avengers: Mission Demolition (2024)
A young, aspiring hero and superhero fan inadvertently unleashes a powerful new villain looking to rid the world of the Avengers.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMabel's Married Life (1914)
Mabel goes home after being humiliated by a masher whom her husband won't fight. The husband goes off to a bar and gets drunk.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSmith's Army Life (1928)
19th release in 'The Smith Family' series of 2-reel comedies.
Why it matches: Similar story and style · both comedy
All Men Are Liars (1995)
Mick's father, Barry, sells the family piano, causing Mick's mother, Irene to leave. In order to raise enough money to buy the piano back, Mick dresses in his mother's clothes and becomes Michelle to join an all-girl band that has come into town for the annual harvest festival. Angela, the leader of the band, starts to question her sexuality when she begins to fall in love with Mick/Michelle.
Why it matches: Similar story and style · both comedy
Carry On Screaming! (1966)
The sinister Dr. Watt has an evil scheme going—he's kidnapping beautiful young women and turning them into mannequins to sell to local stores. Fortunately for him, Detective Sergeant Bung is on the case, and he doesn't have a clue!
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Tin Man (1935)
Thelma and Patsy find themselves in a spooky house inhabited by a nut who is a mechanical genius and has made a robot who does everything. The inventor manipulates the robot's control board from a hidden room. The girls are soon in a panic. Patsy gets into an argument with the robot and loses the match of wits. Blackie Burke, an escaped convict, is using the house as a hideout, and this adds to the problems the girls already have.
Why it matches: Similar story and style · both comedy
White Chicks (2004)
Two FBI agent brothers, Marcus and Kevin Copeland, accidentally foil a drug bust. To avoid being fired they accept a mission escorting a pair of socialites to the Hamptons--but when the girls are disfigured in a car accident, they refuse to go. Left without options, Marcus and Kevin decide to pose as the sisters, transforming themselves from black men into rich white women.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisJosh's Suicide (1911)
Josh doesn't like the way things go at home and decides to quit and get out. Later, his wife gets what purports to be his farewell letter, which is intended to lead her to believe he has committed suicide. He, however, goes to New York to have a good time, and he does, "by gosh." The wife, believing herself a widow, makes a trip to New York with her admirer. Well, you may guess the rest.
Why it matches: Similar story and style · both comedy
A Robust Romeo (1914)
A Robust Romeo is a 1914 movie starring Roscoe Arbuckle and Emma Bell Clifton.
Why it matches: Similar story and style · both comedy
Heaven on Earth (1927)
Reinhold Schünzel plays the rigid representative Traugott Bellmann, who publicly condemns the low morals of the night life. Although Belmann's stance is supported by his wife, he is strongly opposed by his father-in-law, a champagne manufacturer. But when he inherits 500 000 Marks in cash and the infamous nightclub "Der Himmel auf Erden" ("Heaven on Earth") from his deceased brother, Bellmann really gets himself into trouble: In order to fulfil his brother's will - and to get hold of the money - , he has to be at the club every night at 9 pm.
Why it matches: Similar story and style · both comedy
L'Âge d'or (1930)
The film consists of a series of tightly interlinked vignettes, the most sustained of which details the story of a man and a woman who are passionately in love. Their attempts to consummate their passion are constantly thwarted, by their families, by the Church and bourgeois society in general.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisCharley's Aunt (1956)
Otto Dernburg is forced by circumstances to dress up as a middle-aged woman.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Lillian's Dilemma?
The closest matches to Lillian's Dilemma are A-Haunting We Will Go (1942), The Happiest Days of Your Life (1950) and A Night at the Opera (1935). Below are 27 more, each with the reason it matches.
What should I watch after Lillian's Dilemma?
Start with A-Haunting We Will Go (1942), the closest match to Lillian's Dilemma.
What is the highest-rated movie like Lillian's Dilemma?
A Night at the Opera (1935), rated 7.4/10 by 585 TMDB users.
What is the newest movie like Lillian's Dilemma?
Ladies First (2026) is the most recent release on this list.
Are there English movies like Lillian's Dilemma?
Yes: A-Haunting We Will Go (1942), The Happiest Days of Your Life (1950) and A Night at the Opera (1935).
How are movies similar to Lillian's Dilemma chosen?
First come films that Trakt’s viewers watch alongside Lillian's Dilemma, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.