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Movies like A Rainy Day in New York (2019)

The best movies like A Rainy Day in New York (2019) are Everyone Says I Love You (1996), She's Funny That Way (2015) and Isn't It Romantic (2019). If A Rainy Day in New York 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. 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. She's Funny That Way (2015)

    On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

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

  3. Isn't It Romantic (2019)

    For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.

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

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  4. That Touch of Mink (1962)

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

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

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  5. Meet Me Next Christmas (2024)

    On a quest to reconnect with the man of her dreams, Layla races across New York City to find a ticket to a sold-out Pentatonix Christmas Eve concert.

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

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  6. Addicted to Love (1997)

    Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building opposite his ex-girlfriend's apartment, wait until she decides to leave her current lover, and then win her back.

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

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  7. 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

    Worth the HypeMovies like this
  8. 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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  9. The Out-of-Towners (1999)

    The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.

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

  10. 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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  11. Carolina (2003)

    A young woman escapes her wildly eccentric family in search for a life of normalcy.

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

  12. The Seven Year Itch (1955)

    When his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.

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

    Worth the HypeMovies like this
  13. 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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  14. When in Rome (2010)

    Disillusioned with romance, Beth, an ambitious New Yorker, travels to Rome for her sister's wedding, where she plucks magic coins from a special fountain of love. The coins attract unwanted attention from an assortment of odd yet ardent suitors: a sausage merchant, a street magician, an artist, and a male model. But when the best man from the wedding, persistent reporter Nick, throws his hat in the ring, Beth wonders if his love is the real thing.

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

  15. 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
  16. 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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  17. All Over the Guy (2001)

    A contemporary romantic comedy exploring the unlikely pairing of two 20-somethings thrown together by their respective best friends in hopes of igniting their own romance.

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

  18. 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
  19. Little Murders (1971)

    A young nihilistic New Yorker copes with pervasive urban violence, obscene phone calls, rusty water pipes, electrical blackouts, paranoia, and ethnic-racial conflict during a typical summer of the 1970s.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Secret Millionaire (2018)

    When a bored millionaire (Steve Lund) is mistaken for a parking attendant by a beautiful girl (Siobhan Williams) who is protesting against his family’s intention of closing a local park, he uses the misunderstanding to get to know her better.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  21. Mickey Blue Eyes (1999)

    An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain "favors" would be asked of him.

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

  22. Lady and the Tramp (1955)

    Lady, a golden cocker spaniel, meets up with a mongrel dog who calls himself the Tramp. He is obviously from the wrong side of town, but happenings at Lady's home make her decide to travel with him for a while.

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

    Worth the HypeMovies like this
  23. It Could Happen to You (1994)

    Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a winner, in the sum of $4 million. True to his word, Lang proceeds to share the prize money with Biasi, which infuriates his greedy wife, Muriel. Not content with the arrangement, Muriel begins scheming to take all the money.

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

    Popcorn FlickMovies like this
  24. Stepmom (1998)

    Jackie is a divorced mother of two. Isabel is the career minded girlfriend of Jackie’s ex-husband Luke, forced into the role of unwelcome stepmother to their children. But when Jackie discovers she is ill, both women realise they must put aside their differences to find a common ground and celebrate life to the fullest, while they have the chance.

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

    Worth the HypeMovies like this
  25. Completely Normal (2015)

    Awkward romantic Greg falls in love from afar when he crosses paths with the beautiful but reclusive Gwen on the New York subway, little does he know she is suffering from multiple personality disorder. Touching hilarity ensues.

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

  26. The Purple Rose of Cairo (1985)

    Cecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo' in hopes of raising her spirits, where she watches dashing archaeologist Tom Baxter time and again.

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

    Worth the HypeMovies like this
  27. The Blind Date (2026)

    When a young woman is set up on a blind date in New York City, she realizes quickly her date is her ex-girlfriend and must decide whether to stay or go.

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

  28. Epitaph (TBA)

    An ex-Army marksman's plan to avenge the murder of his parents brings him into business with a murder-for-hire organization and the C.I.A.

    Why it matches: Similar story and style · both romance

  29. A Walk to Remember (2002)

    When the popular, restless Landon Carter is forced to participate in the school drama production, he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life, as well as a very big secret she must keep from Landon.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  30. Around the World in 80 Days (2004)

    A bet pits a British inventor, a Chinese thief and a French artist on a worldwide adventure that they can circle the globe in 80 days.

    Why it matches: Similar story and style · both comedy

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Like A Rainy Day in New York and something else?

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Frequently asked questions

What are the best movies like A Rainy Day in New York?

The closest matches to A Rainy Day in New York are Everyone Says I Love You (1996), She's Funny That Way (2015) and Isn't It Romantic (2019). Below are 27 more, each with the reason it matches.

What should I watch after A Rainy Day in New York?

Start with Everyone Says I Love You (1996), the closest match to A Rainy Day in New York.

What is the highest-rated movie like A Rainy Day in New York?

A Walk to Remember (2002), rated 7.7/10 by 4,375 TMDB users.

What is the newest movie like A Rainy Day in New York?

The Blind Date (2026) is the most recent release on this list.

Are there English movies like A Rainy Day in New York?

Yes: Everyone Says I Love You (1996), She's Funny That Way (2015) and Isn't It Romantic (2019).

How are movies similar to A Rainy Day in New York chosen?

First come films that Trakt’s viewers watch alongside A Rainy Day in New York, 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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