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A Rainy Day in New York poster

Movies that feel likeA Rainy Day in New York (2019)

Two young people arrive in New York to spend a weekend, but once they arrive they're met with bad weather and a series of adventures.

If you loved A Rainy Day in New York, the closest films we have are Café Society (2016), Trainwreck (2015) and Set It Up (2018). All three share A Rainy Day in New York's witty and playful feel, which is what we rank on before quality.

Seen the big three already? The under-the-radar pick below is Obvious Child (2014).

🍅 46% Rotten Tomatoes★ 6.4 IMDb ↗TMDB ↗dir. Woody Allenwittyplayfulromantic
7 of 12 streaming nowNetflix · Amazon Prime Video

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If A Rainy Day in New York hit the spot, these will too

Café Society poster
Café Society
2016 · dir. Woody Allen
🍅 70%★ 6.6comedy · drama · romancePrime Video

Both are Woody Allen's work, and they rhyme

The difference: Leans harder into drama than A Rainy Day in New York does

The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.

Trainwreck poster
Trainwreck
2015 · dir. Judd Apatow
🍅 84%★ 6.2comedy · romance

Both are built on the same subject: interview

The difference: Reviewed even better

Ever since her father drilled into her head that monogamy isn't realistic, magazine writer Amy has made promiscuity her credo. As much as she enjoys an uninhibited life free of commitment, Amy is really in a rut. While writing a profile about charming and successful sports doctor Aaron Conners, she finds herself actually falling in love for the first time -- and what's more, Aaron seems to really like her too. Amy starts to wonder if it's time to clean up her act and face her fears.

Set It Up poster
Set It Up
2018 · dir. Claire Scanlon
🍅 92%★ 6.5romance · comedyNetflix

Both rooted in New York City

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

Obvious Child poster
Obvious Child
2014 · dir. Gillian Robespierre
🍅 90%★ 6.7comedy · romance

The same mix in both: wit, then play

An immature, newly unemployed comic must navigate the murky waters of adulthood after her fling with a graduate student results in an unplanned pregnancy.

To All the Boys: P.S. I Still Love You poster
To All the Boys: P.S. I Still Love You
2020 · dir. Michael Fimognari
🍅 78%★ 6.1romance · comedyNetflix

Both lean on romance more than on comedy

Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.

Long Shot poster
Long Shot
2019 · dir. Jonathan Levine
🍅 82%★ 6.8comedy · romance

Witty romance, and it commits to that

Journalist Fred Flarsky reunites with his childhood crush, Charlotte Field, now one of the most influential women in the world. As she prepares to make a run for the Presidency, Charlotte hires Fred as her speechwriter — much to the dismay of her trusted advisers.

Rich in Love poster
Rich in Love
2020 · dir. Bruno Garotti
★ 6romance · comedyNetflix

Both keep coming back to the same thing: romance

Working incognito at his rich dad's company to test his own merits, Teto falls for Paula and tells her he grew up poor, a lie that spins out of control.

Isi & Ossi poster
Isi & Ossi
2020 · dir. Oliver Kienle
★ 6.4romance · comedyNetflix

Comedy built on play, twice over

Isi and Ossi couldn't be any more different: She's a billionaire's daughter from Heidelberg, he's a struggling boxer from the nearby town of Mannheim. But when Isi meets Ossi, the two quickly realize that they can take advantage of one another: She dates the broke boxer to provoke her parents and get them to fund a long-desired chef training in New York. He tries to rip off the rich daughter to finance his first professional boxing match. Their plans soon develop into emotional chaos that challenges everything the two believe to know about money, career and love.

How to Be Single poster
How to Be Single
2016 · dir. Christian Ditter
🍅 45%★ 6.1comedy · romance

Romantic romance in both cases

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

Minha Vida em Marte poster
Minha Vida em Marte
2018 · dir. Susana Garcia
★ 6.5comedy · romance

Comedy with a pulse of wit, in both cases

Fernanda is married to Tom, with whom she has a five-year-old daughter, Joana. The couple is in the midst of wear and tear caused by living together for many years, which generates constant friction. Who helps Fernanda to overcome the crisis is her partner Aníbal, inseparable partner during the arduous journey between saving the marriage or putting an end to it.

Holidate poster
Holidate
2020 · dir. John Whitesell
🍅 45%★ 6.2comedy · romanceNetflix

Romance with a pulse of play, in both cases

Fed up with being single on holidays, two strangers agree to be each other's platonic plus-ones all year long, only to catch real feelings along the way.

Valentine's Day poster
Valentine's Day
2010 · dir. Garry Marshall
🍅 18%★ 5.8comedy · romance

The same preoccupation in both: kiss

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

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The best-reviewed films that share A Rainy Day in New York’s defining feeling.