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Movies like Always Be My Maybe (2019)

The best movies like Always Be My Maybe (2019) are Everyone Says I Love You (1996), Blind Date (1987) and Love, Weddings & Other Disasters (2020). If Always Be My Maybe hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Everyone Says I Love You (1996)

    A New York girl sets her father up with a beautiful woman in a shaky marriage while her half sister gets engaged.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  2. Blind Date (1987)

    When bachelor Walter Davis is set up with his sister-in-law's pretty cousin, Nadia Gates, a seemingly average blind date turns into a chaotic night on the town. Walter's brother, Ted, tells him not to let Nadia drink alcohol, but he dismisses the warning and her behaviour gets increasingly wild. Walter and Nadia's numerous incidents are made even worse as her former lover David relentlessly follows them around town.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  3. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  4. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  5. Zoey 102 (2023)

    Pacific Coast Academy alumni return to Malibu for an over-the-top wedding that turns into a high school reunion for the books.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  6. It's Complicated (2009)

    Ten years after their divorce, Jane and Jake Adler unite for their son's college graduation and unexpectedly end up sleeping together. But Jake is married, and Jane is embarking on a new romance with her architect. Now, she has to sort out her life—just when she thought she had it all figured out.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  7. Little Italy (2018)

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  8. Under the Tuscan Sun (2003)

    Frances Mayes, a 35-year-old professor and writer from San Francisco, decides to take a tour of Tuscany following a difficult divorce. After impulsively buying a run-down villa in the Italian countryside, she begins to piece her life back together in unexpected ways.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  9. Yoh! Bestie (2026)

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  10. My Best Friend's Wedding (1997)

    When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  11. The Woman in Red (1984)

    When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  12. Wedding Season (2022)

    Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  13. Whatever Works (2009)

    Whatever Works explores the relationship between a crotchety misanthrope, Boris and a naïve, impressionable young runaway from the south, Melody. When Melody's uptight parents arrive in New York to rescue her, they are quickly drawn into wildly unexpected romantic entanglements. Everyone discovers that finding love is just a combination of lucky chance and appreciating the value of "whatever works."

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  14. Relationship Goals (2026)

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  15. Pretty Woman (1990)

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Worth the HypeMovies like this
  16. The Wrong Paris (2025)

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  17. The Broken Hearts Gallery (2020)

    Lucy is a young gallery assistant who collects mementos from her relationships. She discovers that she must let go of her past to move forward, and comes up with a lovely, artistic way to help herself and others who have suffered heartbreak.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  18. Just Like Heaven (2005)

    Shortly after David Abbott moves into his new San Francisco digs, he has an unwelcome visitor on his hands: winsome Elizabeth Masterson, who asserts that the apartment is hers -- and promptly vanishes. When she starts appearing and disappearing at will, David thinks she's a ghost, while Elizabeth is convinced she's alive.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  19. Boot Camp (2024)

    Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  20. The Rebound (2009)

    Upon discovering her husband's infidelity, Sandy leaves the suburbs and moves into the city. There, she befriends Aram, a guy whose wife only married him so she could get a green card. Sandy hires Aram to be her nanny, and it isn't long until Aram and Sandy find out they get along wonderfully and start to date. But is their relationship real or is it, in fact, just a rebound for both of them?

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  21. Walking on Sunshine (2014)

    Set to the music of popular hit 1980s songs. A beautiful coastal village, present day Italy. After a whirlwind romance, Maddie is preparing to marry gorgeous Italian Raf, and has invited her sister Taylor to the wedding. Unbeknownst to Maddie, however, Raf is Taylor's ex-holiday flame, and the love of her life...

    Why it matches: Similar story and style · both comedy & romance

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  22. Keep the Change (2018)

    When aspiring filmmaker David is mandated by a judge to attend a social program at the Jewish Community Center, he is sure of one thing: he doesn't belong there. But when he's assigned to visit the Brooklyn Bridge with the vivacious Sarah, sparks fly and his convictions are tested. Their budding relationship must weather Sarah's romantic past, David's judgmental mother, and their own pre-conceptions of what love is supposed to look like.

    Why it matches: Similar story and style · both comedy & romance

  23. Shortbus (2006)

    In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.

    Why it matches: Similar story and style · both romance & comedy

    Popcorn FlickMovies like this
  24. FC Venus (2006)

    Anna is persuaded by her boyfriend Paul to move from Berlin to his home town of Imma. What the notorious soccer hater doesn't know, however, is that joining his best friend Steffen's law firm is just a pretext. In reality, Paul and his buddies are there to save the soccer club he co-founded, Eintracht Imma 95, from relegation. Anna soon realizes that the players' wives have nothing to say to their soccer junkies: Artificial turf in the bedroom, Effenberg bedding and weekends on the soccer pitch. When she finds out the real reason for the move, she mobilizes her fellow sufferers to counter-attack after a fierce bout of frustration and challenges Paul and his friends to the ultimate duel on the soccer pitch. The bet is on: women against men. If the women win, soccer is over - and Paul has to go back to Berlin with Anna. Forever. If the men win, there will be no more complaining.

    Why it matches: Similar story and style · both comedy & romance

  25. A Catastrophe in Hester Street (1904)

    Two workers leave boxes of explosives with a push cart street vendor while they visit a bar. They return drunk and accidentally drop a box of nitro powder, causing an explosion that wrecks the block and blows off the vendor’s arm. A policeman shows up to the carnage and tries to replace the vendor’s arm with a severed leg.

    Why it matches: Similar story and style · both comedy

  26. The Cohens and Kellys (1926)

    Jacob Cohen, who owns a dry goods store, and Patrick Kelly, an Irish cop, are constantly at loggerheads, feuding over anything and everything. Kelly's son, Tim, and Cohen's daughter, Nannie, fall in love despite the bickering of their parents; when they cannot get parental consent for their marriage, they secretly wed.

    Why it matches: Similar story and style · both comedy

  27. Gremlins 2: The New Batch (1990)

    Young sweethearts Billy and Kate move to the Big Apple, land jobs in a high-tech office park and soon reunite with the friendly and lovable Gizmo. But a series of accidents creates a whole new generation of Gremlins. The situation worsens when the devilish green creatures invade a top-secret laboratory and develop genetically altered powers, making them even harder to destroy!

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  28. Antonia's Line (1995)

    After World War II, Antonia and her daughter, Danielle, go back to their Dutch hometown, where Antonia's late mother has bestowed a small farm upon her. There, Antonia settles down and joins a tightly-knit but unusual community. Those around her include quirky friend Crooked Finger, would-be suitor Bas and, eventually for Antonia, a granddaughter and great-granddaughter who help create a strong family of empowered women.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. The Docks of New York (1928)

    A blue-collar worker on New York's depressed waterfront finds his life changed after he saves a woman attempting suicide.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  30. Boo (2024)

    Teddy is walking home at night in the empty streets of Los Angeles, senses heightened by everything on the news about... young women walking home at night. But when she's finally home safe, she's attacked by something truly terrifying: her own psyche.

    Why it matches: Similar story and style · both comedy

Like Always Be My Maybe and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Always Be My Maybe?

The closest matches to Always Be My Maybe are Everyone Says I Love You (1996), Blind Date (1987) and Love, Weddings & Other Disasters (2020). Below are 27 more, each with the reason it matches.

What should I watch after Always Be My Maybe?

Start with Everyone Says I Love You (1996), the closest match to Always Be My Maybe.

What is the highest-rated movie like Always Be My Maybe?

Pretty Woman (1990), rated 7.4/10 by 9,303 TMDB users.

What is the newest movie like Always Be My Maybe?

Yoh! Bestie (2026) is the most recent release on this list.

Are there English movies like Always Be My Maybe?

Yes: Everyone Says I Love You (1996), Blind Date (1987) and Love, Weddings & Other Disasters (2020).

How are movies similar to Always Be My Maybe chosen?

First come films that Trakt’s viewers watch alongside Always Be My Maybe, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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