Movies like Pineapple (2020)
The best movies like Pineapple (2020) are The Portrait of a Lady (1996), Dalíland (2022) and A Brush with Love (2019). If Pineapple hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedMunich - The Edge of War (2021)6.9/10 from 695 votes
- NewestMaintenance Required (2025)Released 2025
The Portrait of a Lady (1996)
Ms. Isabel Archer isn't afraid to challenge societal norms. Impressed by her free spirit, her kindhearted cousin writes her into his fatally ill father's will. Suddenly rich and independent, Isabelle ventures into the world, along the way befriending a cynical intellectual and romancing an art enthusiast. However, the advantage of her affluence is called into question when she realizes the extent to which her money colors her relationships.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisDalíland (2022)
In 1973, a young gallery assistant goes on a wild adventure behind the scenes as he helps aging genius Salvador Dali prepare for a big show in New York.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisA Brush with Love (2019)
As she considers giving up on her artistic dreams, Jamie paints a vision board that brings her success and love—only to discover that the mystery man in her painting isn't who she thinks.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisGreat Expectations (1998)
Loosely based on the Charles Dickens' classic novel, "Great Expectations" is a sensual tale of a young man's unforgettable passage into manhood, and the three individuals who will undeniably change his life forever. Through the surprising interactions of these vivid characters, "Great Expectations" takes a unique and contemporary look at life's great coincidences.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFrida (2024)
An intimately raw and magical journey through the life, mind, and heart of iconic artist Frida Kahlo. Told through her own words for the very first time — drawn from her diary, revealing letters, essays, and print interviews — and brought vividly to life by lyrical animation inspired by her unforgettable artwork.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAn Unmarried Woman (1978)
A wealthy woman from Manhattan's Upper East Side struggles to deal with her new identity and her sexuality after her husband of 16 years leaves her for a younger woman.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMunich - The Edge of War (2021)
At the tense 1938 Munich Conference, former friends who now work for opposing governments become reluctant spies racing to expose a Nazi secret.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShowing Up (2023)
In the days leading up to a possibly career-changing exhibition, a sculptor navigates her relationships with family, friends, and colleagues.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBasquiat (1996)
The brief life of Jean Michel Basquiat, a world renowned New York street artist struggling with fame, drugs and his identity.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLove Is the Devil: Study for a Portrait of Francis Bacon (1998)
In the 1960s, British painter Francis Bacon surprises a burglar and invites him to share his bed. The burglar, a working class man named George Dyer, accepts. After the unique beginning to their love affair, the well-connected and volatile artist assimilates Dyer into his circle of eccentric friends, as Dyer's struggle with addiction strains their bond.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Most Hated Woman in America (2017)
The true story of Madalyn Murray O'Hair -- iconoclast, opportunist, and outspoken atheist -- from her controversial rise to her untimely demise.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Souvenir (2019)
A shy but ambitious film student falls into an intense, emotionally fraught relationship with a charismatic but untrustworthy older man.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSeriously Single (2020)
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMaintenance Required (2025)
Charlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous online confidant - unaware she's confiding in Beau, the very rival threatening her business. As sparks fly both online and off, the truth threatens to blow everything apart.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMayerling (1968)
Crown Prince Rudolf of Austria clashes with his father, Emperor Franz Joseph I of Austria, over implementing progressive policies for their country. Rudolf soon feels he is a man born at the wrong time in a country that doesn't realize the need for social reform. The Prince of Wales, later to become Britain's King Edward VII, provides comic relief. Rudolf finds refuge from a loveless marriage with Princess Stéphanie by taking a mistress, Baroness Maria Vetsera. Their untimely demise at Mayerling, the imperial family's hunting lodge, is cloaked in mystery.
Why it matches: Recommended by TMDB viewers
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
Popcorn FlickMovies like thisLucky Them (2013)
More interested in partying and flirting with young musicians than work, veteran rock journalist Ellie Klug has one last chance to prove her value to her magazine’s editor: a no-stone-unturned search to discover what really happened to long lost rock god, Matt Smith, who also happens to be her ex-boyfriend. Teaming up with an eccentric amateur documentary filmmaker, Ellie hits the road in search of answers.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Wings of the Dove (1997)
Kate is secretly betrothed to a struggling journalist, Merton Densher. But she knows her Aunt Maude will never approve of the match, since Kate's deceased mother has lost all her money in a marriage to a degenerate opium addict. When Kate meets a terminally ill American heiress named Millie traveling through Europe, she comes up with a conniving plan to have both love and wealth.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Girl in the Book (2015)
The story of a young writer's transformation when her past invades her present.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe World of Suzie Wong (1960)
A Hong Kong prostitute tries modeling and falls for the artist who's painting her.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like this
Like Pineapple and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Pineapple?
The closest matches to Pineapple are The Portrait of a Lady (1996), Dalíland (2022) and A Brush with Love (2019). Below are 17 more, each with the reason it matches.
What should I watch after Pineapple?
Start with The Portrait of a Lady (1996), the closest match to Pineapple.
What is the highest-rated movie like Pineapple?
Munich - The Edge of War (2021), rated 6.9/10 by 695 TMDB users.
What is the newest movie like Pineapple?
Maintenance Required (2025) is the most recent release on this list.
Are there English movies like Pineapple?
Yes: The Portrait of a Lady (1996), Dalíland (2022) and A Brush with Love (2019).
How are movies similar to Pineapple chosen?
First come films that Trakt’s viewers watch alongside Pineapple, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.