Skip to content

Movies like Five Dates

If Five Dates hooked you with its romance and comedy, these are the films to watch next. Every pick says why it matches.

  1. 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

    Popcorn FlickMovies like this
  2. 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

    Popcorn FlickMovies like this
  3. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

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

    Popcorn FlickMovies like this
  4. 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

    Popcorn FlickMovies like this
  5. Players (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 this
  6. 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

    Popcorn FlickMovies like this
  7. ¿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 this
  8. The Prince & Me 4: The Elephant Adventure (2010)

    One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.

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

    Popcorn FlickMovies like this
  9. Puppy Love (2023)

    After a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched Nicole and Max are forced to become responsible co-parents, but may end up finding love themselves.

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

    Worth the HypeMovies like this
  10. Sex Appeal (2022)

    Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.

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

    Popcorn FlickMovies like this
  11. The Incredible Jessica James (2017)

    Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.

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

    Popcorn FlickMovies like this
  12. What's Love Got to Do with It? (2023)

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

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

    Popcorn FlickMovies like this
  13. The 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

  14. A Hollywood Christmas (2022)

    Jessica, a young, up-and-coming filmmaker in Hollywood has made a name for herself directing Christmas movies. But when handsome network executive Christopher shows up threatening to halt production on her latest movie, Jessica’s assistant, Reena, points out the irony: Jessica isn’t just trying to save her Christmas movie, she’s actually living in one. Jessica must now juggle all the classic tropes—her actors falling in and out of love, a wayward elf dog, and her own stirring romantic feelings for her perceived nemesis—in order to get her movie and her life to their happy endings.

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

    Popcorn FlickMovies like this
  15. Champagne Problems (2025)

    A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.

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

    Popcorn FlickMovies like this
  16. A 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

  17. Anything for Love (2016)

    Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.

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

    Popcorn FlickMovies like this
  18. French Girl (2024)

    Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.

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

    Popcorn FlickMovies like this
  19. Zack and Miri Make a Porno (2008)

    Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.

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

    Popcorn FlickMovies like this
  20. 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

    Popcorn FlickMovies like this
  21. 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: Similar story and style · both romance & comedy

    Worth the HypeMovies like this
  22. Amélie (2001)

    At a tiny Parisian café, the adorable yet painfully shy Amélie accidentally discovers a gift for helping others. Soon Amelie is spending her days as a matchmaker, guardian angel, and all-around do-gooder. But when she bumps into a handsome stranger, will she find the courage to become the star of her very own love story?

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

    Absolute CinemaMovies like this
  23. The Old Cinderella (2014)

    A mature woman meets her dream prince after getting her divorce, but doubts his intentions, while her ex-husband tries to rekindle the love they shared before he cheated on her. It is up to her to decide whom she will pick.

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

  24. Bewitched (2021)

    It's more dificult to love than to be bewitched. The film has as it's central theme the loving separation, but the consequences of this separation are attributed to occult forces that throwing the protagonist in the world of Afro-Brazilian mystical religions.

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

  25. Sex and the City (2008)

    When Carrie's big step forward in her relationship goes awry, best friends Charlotte, Miranda and Samantha are there to help her pick up the pieces.

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

    Popcorn FlickMovies like this
  26. The Private Lives of Pippa Lee (2009)

    After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdown.

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

  27. My 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: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  28. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

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

    Worth the HypeMovies like this
  29. Boating in Tehran (2026)

    It's about a man who returns to iran after many years and the feeling of old love awakens in his heart in the beautiful atmosphere of Tehran.

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

  30. Catch and Release (2006)

    For a grieving fiancée, learning to love again requires the help of her late love's three best friends.

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

Like Five Dates and something else?

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

Frequently asked questions

What are the best movies like Five Dates?

The closest matches to Five Dates are The Wrong Paris, Relationship Goals, Love Is in the Air.

How are movies similar to Five Dates chosen?

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

Are there English movies like Five Dates?

Yes: The Wrong Paris, Relationship Goals, Love Is in the Air.

↑ ↓ to move · Enter to open · Full search page