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Movies Like A Rainy Day in New York

If you liked A Rainy Day in New York (2019), a comedy and romance movie directed by Woody Allen, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Everyone Says I Love You

    Everyone Says I Love You (1996)

    ★ 6.4/10Also comedy and romance

    A New York girl sets her father up with a beautiful woman in a shaky marriage while her half sister gets engaged.

  2. 2She's Funny That Way

    She's Funny That Way (2015)

    ★ 5.9/10Also comedy and romance

    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.

  3. 3Isn't It Romantic

    Isn't It Romantic (2019)

    ★ 6.2/10Also comedy and romance

    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…

  4. 4Meet Me Next Christmas

    Meet Me Next Christmas (2024)

    ★ 6.3/10Also romance and comedy

    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.

  5. 5Addicted to Love

    Addicted to Love (1997)

    ★ 6.2/10Also comedy and romance

    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…

  6. 6Whatever Works

    Whatever Works (2009)

    ★ 7.1/10Also comedy and romance

    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…

  7. 7The Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    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.

  8. 8The Woman in Red

    The Woman in Red (1984)

    ★ 6.3/10Also comedy and romance

    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…

  9. 9The Out-of-Towners

    The Out-of-Towners (1999)

    ★ 5.8/10Also comedy and romance

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

  10. 10The Seven Year Itch

    The Seven Year Itch (1955)

    ★ 7/10Also comedy and romance

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

  11. 11When in Rome

    When in Rome (2010)

    ★ 5.9/10Also comedy and romance

    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…

  12. 12Little Italy

    Little Italy (2018)

    ★ 6.6/10Also comedy and romance

    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?

  13. 13The Tender Trap

    The Tender Trap (1955)

    ★ 6.2/10Also comedy and romance

    A young actress flirts demurely with a swinging Manhattan bachelor who thinks he has it made.

  14. 14Keeping the Faith

    Keeping the Faith (2000)

    ★ 6.1/10Also comedy and romance

    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…

  15. 15New York Minute

    New York Minute (2004)

    ★ 6.1/10Also comedy

    Honors student Jane Ryan heads to Manhattan for a college-scholarship competition. Her rebellious twin Roxy tags along to crash a video shoot. But anything can happen – and does – in a romp involving a pursuing truant…

  16. 16You've Got Mail

    You've Got Mail (1998)

    ★ 6.7/10Also comedy and romance

    Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

  17. 17Only the Lonely

    Only the Lonely (1991)

    ★ 6.2/10Also comedy and romance

    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…

  18. 18Little Murders

    Little Murders (1971)

    ★ 6.7/10Also comedy

    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.

  19. 19Head Over Heels

    Head Over Heels (2001)

    ★ 5.8/10Also romance and comedy

    Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover…

  20. 20Saving Silverman

    Saving Silverman (2001)

    ★ 5.8/10Also comedy and romance

    A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.

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