Movies like My Sister Eileen (1955)
The best movies like My Sister Eileen (1955) are Cover Girl (1944), Romance & Cigarettes (2006) and How to Be Single (2016). If My Sister Eileen hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestTeenage Sex and Death at Camp Miasma (2026)Released 2026
Cover Girl (1944)
A nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.
Why it matches: Recommended by TMDB viewers · both music & comedy
Popcorn FlickMovies like thisRomance & Cigarettes (2006)
Ironworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval. Kitty kicks Nick out of the house, and he is forced to make some difficult decisions.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisHow to Be Single (2016)
New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHello, Dolly! (1969)
Dolly Levi is a strong-willed matchmaker who travels to Yonkers, New York in order to see the miserly "well-known unmarried half-a-millionaire" Horace Vandergelder. In doing so, she convinces his niece, his niece's intended, and Horace's two clerks to travel to New York City.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisAnchors Aweigh (1945)
Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAbout Last Night (2014)
Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisButterflies Are Free (1972)
Striving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good looks disarm the free-spirited Jill, and before long they're more than just friends. Will Mrs. Baker's incessant meddling destroy Don and Jill's budding relationship?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisCuban Fury (2014)
Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisPlayers (2024)
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSplendor (1999)
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this40 Dates and 40 Nights (2026)
Ready to quit the dating scene altogether, burned-out Leah accepts her grandmother's outrageous challenge—40 dates in 40 nights in exchange for a year's rent—only to discover amidst the awkward dinners and unexpected sparks that her biggest obstacle to love is herself.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisWhat's Your Number? (2011)
Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMy Fake Boyfriend (2022)
A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisA Nice Girl Like You (2020)
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe List (2023)
After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisHow I Got Into College (1989)
High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Last Summer (2019)
Standing on the precipice of adulthood, a group of friends navigate new relationships, while reexamining others, during their final summer before college.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisStarting Over (1979)
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisVictor/Victoria (1982)
A struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.
Why it matches: Similar story and style · both music & comedy
Worth the HypeMovies like thisThe Blind Date (2026)
When a young woman is set up on a blind date in New York City, she realizes quickly her date is her ex-girlfriend and must decide whether to stay or go.
Why it matches: Similar story and style · both romance & comedy
Bhaskar Oru Rascal (2018)
Two children raised by single parents want to enjoy the happiness of a complete family. To achieve this, they try to unite their parents, but end up in trouble.
Why it matches: Similar story and style · both comedy & romance
Jab We Met (2007)
A depressed wealthy businessman and a spunky carefree young woman embark on an unexpected journey that changes their lives.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisTeenage Sex and Death at Camp Miasma (2026)
An ambitious director sets out to revive a faded slasher franchise, but her meeting with the film’s reclusive original star spirals into a terrifying maze of obsession, fear, and blood-soaked delusion.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisHead Above Water (1996)
Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her ex, Kent. When Kent ends up dead the next morning, Nathalie tries to hide the evidence before her husband gets home. After the body is found, the events of the previous night unravel, with unexpected revelations.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisBrewster's Millions (1985)
Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A task that's a lot harder than it sounds!
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisAlways (1989)
The spirit of a recently deceased expert pilot mentors a newer pilot while watching him fall in love with the girlfriend that he left behind.
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisParanormal Roommates (2013)
When government office clerk Harvey Underwood is called in to work he must leave his roommates Nessie and Bigfoot alone in his apartment, allowing the cryptozoologic duo to get into mischief while he is gone.
Why it matches: Similar story and style · both comedy
Father of the Bride (1991)
George Banks is an ordinary, middle-class man whose 22 year-old daughter Annie has decided to marry a man from an upper-class family, but George can't think of what life would be like without his daughter. His wife tries to make him happy for Annie, but when the wedding takes place at their home and a foreign wedding planner takes over the ceremony, he becomes slightly insane.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like My Sister Eileen?
The closest matches to My Sister Eileen are Cover Girl (1944), Romance & Cigarettes (2006) and How to Be Single (2016). Below are 27 more, each with the reason it matches.
What should I watch after My Sister Eileen?
Start with Cover Girl (1944), the closest match to My Sister Eileen.
What is the highest-rated movie like My Sister Eileen?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like My Sister Eileen?
Teenage Sex and Death at Camp Miasma (2026) is the most recent release on this list.
Are there English movies like My Sister Eileen?
Yes: Cover Girl (1944), Romance & Cigarettes (2006) and How to Be Single (2016).
How are movies similar to My Sister Eileen chosen?
First come films that Trakt’s viewers watch alongside My Sister Eileen, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.