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Movies like Sunny Side of the Street (1951)

The best movies like Sunny Side of the Street (1951) are Let's Make Love (1960), Silk Stockings (1957) and What's Love Got to Do with It? (2023). If Sunny Side of the Street 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. Let's Make Love (1960)

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

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

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  2. 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

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  3. 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

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  4. 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

  5. Easy Virtue (2008)

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

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

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  6. 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

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  7. Watching the Detectives (2007)

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.

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

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  8. How to Marry a Millionaire (1953)

    Three women set out to find eligible millionaires to marry, but find true love in the process.

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

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  9. Desk Set (1957)

    A computer expert tries to prove his electronic brain can replace a television network's research staff.

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

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  10. 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

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  11. 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

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  12. I Love You Again (1940)

    Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

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

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  13. The Other End of the Line (2007)

    An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.

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

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  14. The Disorderly Orderly (1964)

    Poor Jerome Littlefield. He wants to be a doctor – but that's not exactly the perfect career choice when you're hopelessly squeamish. So he settles for the job of orderly at the Whitestone Sanitarium, a career move that's guaranteed to keep the patients – and viewers – in stitches!

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

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  15. 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

  16. Beauty and the Billionaire (2022)

    Addison travels with a picky billionaire as an assistant in her brother's place so he doesn't lose his job. She clashes with the billionaire until both start to see more in each other than they thought.

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

    Worth the HypeMovies like this
  17. What a Way to Go! (1964)

    A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.

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

    Worth the HypeMovies like this
  18. The Thrill of It All (1963)

    A housewife's sudden rise to fame as a soap spokesperson leads to chaos in her home life.

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

    Worth the HypeMovies like this
  19. State Fair (1945)

    During their annual visit to the Iowa State Fair, the Frake family enjoy many adventures. Proud patriarch Abel has high hopes for his champion swine Blueboy; and his wife Melissa enters the mincemeat and pickles contest...with hilarious results.

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

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  20. The Big Store (1941)

    A detective is hired to protect the life of a singer, who has recently inherited a department store, from the store's crooked manager.

    Why it matches: Recommended by TMDB viewers · both comedy

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  21. Grease 2 (1982)

    It's 1961, two years after the original Grease gang graduated, and there's a new crop of seniors and new members of the coolest cliques on campus, the Pink Ladies and T-Birds. Michael Carrington is the new kid in school - but he's been branded a brainiac. Can he fix up an old motorcycle, don a leather jacket, avoid a rumble with the leader of the T-Birds, and win the heart of Pink Lady Stephanie?

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

  22. Prom Party Massacre (2025)

    A gay high school student throws a swinging prom party in the hopes of finally wooing the football captain - but when popular kids start turning up dead, the partygoers discover a slasher killer amongst the student body!

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

  23. Air: The Musical (2010)

    AIR follows three stories of people who feel out of place in the world, and their longing to find a connection with someone else. A middle-aged African American sings to a new love as they both cope with secret pasts in a country western bar. A young goth girl sings a 50s style ballad as she wanders the streets with a broken heart. A punk croons a modern doo wop at a punk rock show. Featuring all original music, AIR is a heartwarming drama, a romantic comedy, and an exciting musical.

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

  24. Grease (1978)

    Australian good girl Sandy and greaser Danny fell in love over the summer. But when they unexpectedly discover they're now in the same high school, will they be able to rekindle their romance despite their eccentric friends?

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

    Worth the HypeMovies like this
  25. Pure Air of the Mountain: For All and None (2023)

    In the heart of the mountain, an elusive and invisible observer witnesses an infamous spectacle. His voice comments on the sequence of events in the words of Nietzsche. In this splendid mountain landscape, a couple appears. Spenta, the man, and Angra, the woman, climb a steep peak. They wear similar clothes, their resemblance is amazing, their relationship is strange. To outsmart boredom Angra drags Spenta, initially unenthusiastic, into a game that he eventually gives in. From the top, the couple watches a marathon event that takes place in the valley. Angra, who is looking for an object of entertainment, has her sights set on a woman running through the crowd. Possessed, she courted the unknown and obtained her favors. She then manages to drag Spenta into her game. In this game, there will be no winner.

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

  26. The Cloth Peddler (1965)

    Set in Baku at the turn of the 20th century, a young successful businessman Asgar wishes to marry. He wants his bride to be the choice of his heart, however, Azerbaijani tradition restricted him from communicating with the lady as a lover before marriage. So Asgar decides to disguise himself as a mere cloth peddler and the young woman Gulchohra falls in love with him.

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

  27. Bugsy Malone (1976)

    New York, 1929, a war rages between two rival gangsters, Fat Sam and Dandy Dan. Dan is in possession of a new and deadly weapon, the dreaded "splurge gun". As the custard pies fly, Bugsy Malone, an all-round nice guy, falls for Blousey Brown, a singer at Fat Sam's speakeasy. His designs on her are disrupted by the seductive songstress Tallulah who wants Bugsy for herself.

    Why it matches: Similar story and style · both comedy

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  28. Fanaa (2006)

    Zooni Ali Beg is a blind Kashmiri girl who travels without her parents for the first time with a dance troupe to Delhi to perform in a ceremony for independence day. On her journey, she meets Rehan Khan, a casanova and tour guide who flirts with her. Although her friends warn Zooni about him, she cannot resist falling in love with him and he takes her on a private tour of New Delhi. But there is more to Rehan than meets the eye and Zooni will have to make a heartbreaking decision.

    Why it matches: Similar story and style · both romance

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  29. No One Called Ahead (2019)

    Ben seeks a weekend getaway but gets more than he bargained for when he begins to receive a series of visits from several astonishing women from the great beyond. Each encounter further rocks his world view. Will this night forever change the way he lives, loves and creates? Or will he make it to daybreak at all?

    Why it matches: Similar story and style · both comedy

  30. Meet the Feebles (1989)

    Heidi the Hippo, star of 'The Feebles Variety Hour', discovers her lover Bletch the Walrus is cheating on her. And with all the world waiting for the big show, the assorted co-stars must contend with drug addiction, extortion, robbery, disease, Vietnam flashbacks, drug dealing, and murder.

    Why it matches: Similar story and style · both comedy

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Like Sunny Side of the Street and something else?

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

Frequently asked questions

What are the best movies like Sunny Side of the Street?

The closest matches to Sunny Side of the Street are Let's Make Love (1960), Silk Stockings (1957) and What's Love Got to Do with It? (2023). Below are 27 more, each with the reason it matches.

What should I watch after Sunny Side of the Street?

Start with Let's Make Love (1960), the closest match to Sunny Side of the Street.

What is the highest-rated movie like Sunny Side of the Street?

Grease (1978), rated 7.4/10 by 7,918 TMDB users.

What is the newest movie like Sunny Side of the Street?

Prom Party Massacre (2025) is the most recent release on this list.

Are there English movies like Sunny Side of the Street?

Yes: Let's Make Love (1960), Silk Stockings (1957) and What's Love Got to Do with It? (2023).

How are movies similar to Sunny Side of the Street chosen?

First come films that Trakt’s viewers watch alongside Sunny Side of the Street, 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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