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Movies Like Winners and Losers

If you liked Winners and Losers (2005), a romance and comedy movie directed by Kjell Sundvall, 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. 1Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.2/10Also romance and comedy

    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.

  2. 2What's Love Got to Do with It?

    What's Love Got to Do with It? (2023)

    ★ 6.1/10Also romance and comedy

    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.

  3. 3Boot Camp

    Boot Camp (2024)

    ★ 6.1/10Also romance and comedy

    Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.

  4. 4The Prince & Me 4: The Elephant Adventure

    The Prince & Me 4: The Elephant Adventure (2010)

    ★ 6.1/10Also comedy and romance

    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…

  5. 5This Little Love of Mine

    This Little Love of Mine (2021)

    ★ 6.1/10Also romance and comedy

    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…

  6. 6Love, Weddings & Other Disasters

    Love, Weddings & Other Disasters (2020)

    ★ 6/10Also romance and comedy

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

  7. 7Love Is in the Air

    Love Is in the Air (2023)

    ★ 6.2/10Also romance and comedy

    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.

  8. 8Racing Stripes

    Racing Stripes (2005)

    ★ 6/10Also comedy

    Shattered illusions are hard to repair -- especially for a good-hearted zebra named Stripes who's spent his life on a Kentucky farm amidst the sorely mistaken notion that he's a debonair thoroughbred. Once he faces the…

  9. 9Relationship Goals

    Relationship Goals (2026)

    ★ 6.4/10Also romance and comedy

    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…

  10. 10Return to Me

    Return to Me (2000)

    ★ 6.7/10Also romance and comedy

    It took a lot of persuading to get Bob, a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he’s instantly smitten, not with his date, but with the sharp-witted waitress…

  11. 11The 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.

  12. 12New Mischief by Emil

    New Mischief by Emil (1972)

    ★ 6.7/10Also comedy

    Emil's reputation for being a troublemaker makes the Svensson family's neighbours take up a collection for sending the boy off to America. But even if he among other unfortunate mishaps causes his father to get stuck…

  13. 13Only 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…

  14. 14Run Fatboy Run

    Run Fatboy Run (2007)

    ★ 6.2/10Also comedy and romance

    Five years after jilting his pregnant fiancée on their wedding day, out-of-shape Dennis decides to run a marathon to win her back.

  15. 15The Royal Treatment

    The Royal Treatment (2022)

    ★ 6.7/10Also romance and comedy

    Isabella runs her own salon and isn’t afraid to speak her mind, while Prince Thomas runs his own country and is about to marry for duty rather than love. When Izzy and her fellow stylists get the opportunity of a…

  16. 16My Little Pony: A New Generation

    My Little Pony: A New Generation (2021)

    ★ 7.7/10Also comedy

    Equestria's divided. But a bright-eyed hero believes Earth Ponies, Pegasi and Unicorns should be pals — and, hoof to heart, she’s determined to prove it.

  17. 17Sidelined 2: Intercepted

    Sidelined 2: Intercepted (2025)

    ★ 7.1/10Also romance and comedy

    Freshman star quarterback Drayton struggles with the weight of expectations after a devastating setback, while dancer Dallas begins to question the future she thought she wanted. As their high school relationship…

  18. 18A Goofy Movie

    A Goofy Movie (1995)

    ★ 7/10Also comedy and romance

    Goofy’s teenage son Max is desperate to impress his crush and fit in at school. After well-meaning but ignorant Goofy suddenly whisks him away on a cross-country road trip—messing up Max’s first date plans in the…

  19. 19Snoopy Presents: Welcome Home, Franklin

    Snoopy Presents: Welcome Home, Franklin (2024)

    ★ 7.7/10Also comedy

    Franklin is new to town and hoping to make friends, but his usual tactics don't work on the Peanuts gang. When the Soap Box Derby arrives, he's sure it's a chance to impress new pals and teams up with the only other…

  20. 20Herbie Fully Loaded

    Herbie Fully Loaded (2005)

    ★ 5.9/10Also comedy and romance

    Maggie Peyton, the new owner of Number 53 - the free-wheelin' Volkswagen bug with a mind of its own - puts the car through its paces on the road to becoming a NASCAR competitor.

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