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Movies like Squared Love All Over Again (2023)

The best movies like Squared Love All Over Again (2023) are Squared Love (2021), Relationship Goals (2026) and Keeping the Faith (2000). If Squared Love All Over Again 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. Squared Love (2021)

    A celebrity journalist and renowned womanizer starts to rethink his life choices after he falls for a mysterious model who leads a double life.

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

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  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

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  3. Keeping the Faith (2000)

    Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now grown into a beautiful corporate executive, suddenly returns to the city, she reenters Jake and Brian's lives and hearts with a vengeance. Sparks fly and an unusual and complicated love triangle ensues.

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

    Popcorn FlickMovies like this
  4. 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
  5. 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
  6. 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
  7. 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
  8. Only the Lonely (1991)

    Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.

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

    Popcorn FlickMovies like this
  9. 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

  10. 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

  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. 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
  13. 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
  14. 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
  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. Beauty & the Briefcase (2010)

    A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.

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

  17. This Little Love of Mine (2021)

    Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s grandfather – asks Laura to travel to the island and deliver a contract to make Chip his heir, she leaves behind her practice and fiancé Owen to convince her childhood friend to sign a contract that will make him a billionaire.

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

    Popcorn FlickMovies like this
  18. 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
  19. 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

    Popcorn FlickMovies like this
  20. 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
  21. I Often Think of Piroschka (1955)

    Andreas, a young German student comes to Hungary on an exchange programme. In the Hungarian village he falls in love with the stationmaster's daughter Piroschka and spends much of his time with her. They have an enchanting summer until Andreas gets an invitation to join another young woman at a nearby resort. Piroschka is jealous and follows him there, causing trouble. It takes a long time for Andreas and Piroschka to even talk to each other again. When Andreas has to leave Hungary at the end of his holiday, he is determined to return some day.

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

  22. Livin' with the Devil (2025)

    After a recent breakup, a couple finds themselves financially trapped under the same roof, navigating the complexities of living together while separated.

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

  23. Never Been Kissed (1999)

    Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

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

    Popcorn FlickMovies like this
  24. Must Love Dogs (2005)

    Sarah Nolan is a newly divorced woman cautiously rediscovering romance with the enthusiastic but often misguided help of her well-meaning family. As she braves a series of hilarious disastrous mismatches and first dates, Sarah begins to trust her own instincts again and learns that, no matter what, it's never a good idea to give up on love.

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

  25. I Like You! (1990)

    A romantic comedy, it comically depicts a great twist of fate between a young man who leads an attractive life and a girl who was unlucky in life.

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

  26. Untitled Amelia Dimoldenberg Rom-Com (TBA)

    A by-the-book journalist whose carefully planned life unravels when a routine celebrity interview unexpectedly turns into a romance that makes her question everything she believes about love.

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

  27. Nothing Between Us (2026)

    Living in Mexico City, Guillermo and Mechi, in Buenos Aires, are separated by over 4,000 miles and their marriages, both having structured family lives. Working for the same multinational food manufacturer they meet by chance at a corporate offsite. The attraction between them proves immediate and irresistible. The sudden spark makes them face their own desires and changes them in deeper ways than they thought possible.

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

  28. Kuch Kuch Hota Hai (1998)

    Per her mother's last wish, an 8 year old girl sets out to reunite her father with his college best friend who was in love with him.

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

    Worth the HypeMovies like this
  29. Dinner in America (2022)

    An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.

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

    Worth the HypeMovies like this
  30. Intolerable Cruelty (2003)

    A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.

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

    Popcorn FlickMovies like this

Like Squared Love All Over Again and something else?

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

Frequently asked questions

What are the best movies like Squared Love All Over Again?

The closest matches to Squared Love All Over Again are Squared Love (2021), Relationship Goals (2026) and Keeping the Faith (2000). Below are 27 more, each with the reason it matches.

What should I watch after Squared Love All Over Again?

Start with Squared Love (2021), the closest match to Squared Love All Over Again.

What is the highest-rated movie like Squared Love All Over Again?

Dinner in America (2022), rated 7.8/10 by 250 TMDB users.

What is the newest movie like Squared Love All Over Again?

Nothing Between Us (2026) is the most recent release on this list.

How are movies similar to Squared Love All Over Again chosen?

First come films that Trakt’s viewers watch alongside Squared Love All Over Again, 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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