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Movies like Anita Takes a Chance (2001)

The best movies like Anita Takes a Chance (2001) are Crossing Delancey (1988), Chasing Papi (2003) and Christmas with You (2022). If Anita Takes a Chance 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. 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

  2. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

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

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  3. Christmas with You (2022)

    Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.

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

  4. A Touch of Class (1973)

    Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he loves his wife and children, and now realize that he and Vicki have also fallen in love.

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

    Popcorn FlickMovies like this
  5. Silk Stockings (1957)

    After three bumbling Soviet agents fail in their mission to retrieve a straying Soviet composer from Paris, the beautiful, ultra-serious Ninotchka is sent to complete their mission and to retrieve them. She starts out condemning the decadent West, but gradually falls under its spell—with the help of an American movie producer. A remake of Ninotchka (1939).

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

    Popcorn FlickMovies like this
  6. 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
  7. 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
  8. Undertaking Betty (2002)

    A politician's wife and the mortician who has secretly loved her for years plan to fake her death so they can run away together.

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

    Popcorn FlickMovies like this
  9. Speechless (1994)

    In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.

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

    Popcorn FlickMovies like this
  10. Made of Honor (2008)

    Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.

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

    Popcorn FlickMovies like this
  11. 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

    Popcorn FlickMovies like this
  12. 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
  13. Good Advice (2001)

    An investment banker loses everything and must discover what's really important in life.

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

  14. 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
  15. 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
  16. Your Place or Mine (2023)

    When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.

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

    Popcorn FlickMovies like this
  17. Please Don't Eat the Daisies (1960)

    Drama critic Larry Mackay, his wife Kate and their four sons move from their crowded Manhattan apartment to an old house in the country. While housewife Kate settles into suburban life, Larry continues to enjoy the theater and party scene of New York.

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

    Popcorn FlickMovies like this
  18. Falling for Christmas (2022)

    An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.

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

    Popcorn FlickMovies like this
  19. Out to Sea (1997)

    Care-free Charlie cons his widower brother-in-law Herb into an expenses-paid luxury cruise in search of rich, lonely ladies. The catch is that they are required to be dance hosts! With a tyrannical cruise director, and the luscious Liz and lovely Vivian, our heroes have lots of mis-adventures before they finally return to port.

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

  20. 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
  21. Make It Happen (2008)

    Embarking on a journey to fulfill her dreams as a dancer, a young girl discovers a new style of dance that will prove to be the source of both conflict and self-discovery.

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

    Popcorn FlickMovies like this
  22. Love Strikes Twice (2021)

    Maggie and Josh are an out-of-sync married couple. Maggie wishes for a do-over and wakes up 15 years earlier. Will she choose Josh again or is an ex-boyfriend her happily ever after?

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

  23. The Family Man (2000)

    Jack's lavish, fast-paced lifestyle changes one Christmas night when he stumbles into a grocery store holdup and disarms the gunman. The next morning he wakes up in bed lying next to Kate, his college sweetheart he left in order to pursue his career, and to the horrifying discovery that his former life no longer exists. As he stumbles through this alternate suburban universe, Jack finds himself at a crossroad where he must choose between his high-power career and the woman he loves.

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

    Popcorn FlickMovies like this
  24. Barcelona (1994)

    During the 1980s, uptight Ted Boynton is a salesman working in the Barcelona office of a Chicago-based company. He receives an unexpected visit from his cousin Fred, a naval officer who has come to Spain on a public relations mission for a U.S. fleet. Not exactly friends in the past, Ted and Fred strike up relationships with women in the Spanish city and experience conflicts -- Ted with his employer, and Fred with the Barcelona community.

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

    Popcorn FlickMovies like this
  25. Return with Honor (2006)

    Rowe McDonald is a headstrong missionary who has life after his mission all figured out. When a fatal car crash interrupts his plans, he is given sixty days to return to life and finish his work. Now he must choose whether to lead the life he planned, or reach beyond himself to change the lives of others. What will he do? Who will he touch? How will he prepare to leave it all behind?

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

    Popcorn FlickMovies like this
  26. Si te hubieses casado conmigo (1948)

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

  27. Down to You (2000)

    College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.

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

  28. The Christmas Cottage (2017)

    When Lacey takes a rare break from work for her friend Ava's Christmas Eve wedding, she reconnects with her former flame, Ean. The two decorate the cottage where the newlyweds will spend their honeymoon – a cottage said to bring true love to anyone who stays there – and feel their chemistry return.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  29. Susanna (1996)

    An irresponsible young Spaniard having spent 6 months in jail for embezzlement gets a job as a waiter in a bar restaurant and becomes involved in a stolen goods racket.

    Why it matches: Similar story and style · both romance

  30. Rabid Grannies (1988)

    A large family gathers in the country side for their very elderly grannies' birthday. One gift happens to be from their ostracized, black sheep nephew, and upon opening it, the two loveable grannies turn into rabid, flesh-eating monsters.

    Why it matches: Similar story and style · both comedy

Like Anita Takes a Chance and something else?

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

Frequently asked questions

What are the best movies like Anita Takes a Chance?

The closest matches to Anita Takes a Chance are Crossing Delancey (1988), Chasing Papi (2003) and Christmas with You (2022). Below are 27 more, each with the reason it matches.

What should I watch after Anita Takes a Chance?

Start with Crossing Delancey (1988), the closest match to Anita Takes a Chance.

What is the highest-rated movie like Anita Takes a Chance?

The Family Man (2000), rated 6.8/10 by 2,325 TMDB users.

What is the newest movie like Anita Takes a Chance?

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

How are movies similar to Anita Takes a Chance chosen?

First come films that Trakt’s viewers watch alongside Anita Takes a Chance, 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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