Skip to content

Movies like Rich Men, Single Women (1990)

The best movies like Rich Men, Single Women (1990) are You Cast A Spell On Me (2015), Nearlyweds (2013) and Prom Pact (2023). If Rich Men, Single Women 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

  1. You Cast A Spell On Me (2015)

    Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.

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

    Popcorn FlickMovies like this
  2. Nearlyweds (2013)

    Revolves around three friends who have dream weddings only to find out that the pastor who married them failed to complete the key paperwork required to make them official.

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

    Popcorn FlickMovies like this
  3. Prom Pact (2023)

    It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

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

    Worth the HypeMovies like this
  4. Her Pen Pal (2021)

    Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.

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

    Popcorn FlickMovies like this
  5. My Favorite Wedding (2017)

    Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

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

    Popcorn FlickMovies like this
  6. My Boyfriends' Dogs (2014)

    The owners of a small diner are surprised one rainy evening when, just after close, a young woman wearing a wedding dress with three dogs in tow begs to come into their restaurant. What follows is the young woman's retelling of how she arrived at this curious junction in her life and how, through the search for the right man, she ended up as a runaway bride with three new dogs.

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

    Popcorn FlickMovies like this
  7. How to Fall in Love (2012)

    An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes they are incompatible. Meanwhile, his dating lessons with his teenage crush reawaken old feelings. Not realizing the feelings are mutual, he finds himself unable to act on them due to his fear of being rejected by the one he truly loves.

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

    Popcorn FlickMovies like this
  8. All Things Valentine (2016)

    Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the one leaving her angry comments, she begins to question whether the bond they’ve began to build is a true love story or yesterday’s news.

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

  9. Christmas on Windmill Way (2023)

    Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.

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

  10. Never Kiss a Man in a Christmas Sweater (2020)

    Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

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

    Popcorn FlickMovies like this
  11. As Luck Would Have It (2021)

    When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.

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

    Popcorn FlickMovies like this
  12. A Christmas Miracle for Daisy (2021)

    Whitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a potential job opportunity comes her way: the full redesign of a landmark home by Christmas Eve.

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

  13. Perfect Match (2015)

    When an engaged couple can’t agree on anything, the mother of the groom hires a wedding planner and an event planner to help put together the wedding of their dreams. The two planners are as different as night and day, but as they too learn to compromise, they discover opposites do indeed attract and can combine to produce incredible results!

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

  14. Christmas at the Drive-In (2022)

    Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.

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

  15. The Seven Year Hitch (2012)

    Jennifer and Kevin are childhood best friends who have lived together, platonically, as adults for many years. When Jennifer decides to marry her cheating, manipulative boyfriend, Bryce Kevin has to stop the wedding to protect her from making, what he believes is, a terrible mistake. With a little help from his brother and neighbor Kevin discovers that he and Jennifer are already legally married due to common law, having lived together for seven years and, as such, Jennifer can not marry Bryce.

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

    Popcorn FlickMovies like this
  16. 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
  17. 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

    Popcorn FlickMovies like this
  18. 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
  19. 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
  20. It Was Always You (2021)

    Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  21. Forrest Gump (1994)

    A man with a low IQ has accomplished great things in his life and been present during significant historic events—in each case, far exceeding what anyone imagined he could do. But despite all he has achieved, his one true love eludes him.

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

    Absolute CinemaMovies like this
  22. Les Misérables (1978)

    In 19th century France, Jean Valjean, a man imprisoned for stealing bread, must flee a relentless policeman named Javert. The pursuit consumes both men's lives, and soon Valjean finds himself in the midst of the student revolutions in France.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  23. Read It and Weep (2006)

    A young girl turns into an A-List celebrity over night when her private journal is accidently published and becomes a best-seller.

    Why it matches: Similar story and style · both comedy

  24. Confessions of a Dangerous Mind (2002)

    Television made him famous, but his biggest hits happened off screen. Television producer by day, CIA assassin by night, Chuck Barris was recruited by the CIA at the height of his TV career and trained to become a covert operative. Or so Barris said.

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

    Popcorn FlickMovies like this
  25. Under a Texas Moon (1930)

    A cowboy arrives in a small town and winds up trying to help a local rancher stop a gang of cattle thieves while romancing a pretty young girl.

    Why it matches: Similar story and style · both comedy

  26. Revolutionary Road (2008)

    A young couple living in a Connecticut suburb during the mid-1950s struggle to come to terms with their personal problems while trying to raise their two children. Based on a novel by Richard Yates.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  27. Vengeance of the Three Musketeers (1961)

    To avenge her defeat and with the help of the Cardinal's army leader Rochefort, the treacherous Milady de Winter kidnaps both D'Artagnan and Constance, in order to spur a war between the French and the English, as per the Cardinal's wish.

    Why it matches: Similar story and style · both romance

  28. Odette Toulemonde (2007)

    Objectively, Odette Toulemonde has nothing to be happy about, but is. Balthazar Balsan has everything to be happy about, but isn’t. Odette, awkwardly forty, with a delightful hairdresser son and a daughter bogged down in adolescence, spends her days behind the cosmetic’s counter in a department store and her nights sewing feathers on costumes for Parisian variety shows. She dreams of thanking Balthazar Balsan, her favorite author, to whom – she believes – she owes her optimism. The rich and charming Parisian writer then turns up in her life in an unexpected way.

    Why it matches: Similar story and style · both comedy

  29. Under Capricorn (1949)

    A British ex-convict in colonial Australia and his fragile wife, haunted by the past crime that binds them, struggle to rebuild their lives when a young newcomer stirs long-buried passions and secrets.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  30. Atonement (2007)

    A young girl irrevocably changes the course of several lives when she accuses her older sister's lover of a crime he did not commit.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this

Like Rich Men, Single Women and something else?

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

Frequently asked questions

What are the best movies like Rich Men, Single Women?

The closest matches to Rich Men, Single Women are You Cast A Spell On Me (2015), Nearlyweds (2013) and Prom Pact (2023). Below are 27 more, each with the reason it matches.

What should I watch after Rich Men, Single Women?

Start with You Cast A Spell On Me (2015), the closest match to Rich Men, Single Women.

What is the highest-rated movie like Rich Men, Single Women?

Forrest Gump (1994), rated 8.5/10 by 30,877 TMDB users.

What is the newest movie like Rich Men, Single Women?

Relationship Goals (2026) is the most recent release on this list.

Are there English movies like Rich Men, Single Women?

Yes: You Cast A Spell On Me (2015), Nearlyweds (2013) and Prom Pact (2023).

How are movies similar to Rich Men, Single Women chosen?

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

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