Dynamic Watchlist Hub: Apr 20, 2026

10 Best Movies Like Winners and Losers

If you loved Winners and Losers, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Winners and Losers.

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#1
The Prince & Me 4: The Elephant Adventure

The Prince & Me 4: The Elephant Adventure

2010‱★ 6.2

Why watch this? A perfect follow-up to Winners and Losers for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

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...

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

What's Love Got to Do with It?

2023‱★ 6.0

Why watch this? A perfect follow-up to Winners and Losers for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

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 ...

#3
Boot Camp

Boot Camp

2024‱★ 6.4

Why watch this? A perfect follow-up to Winners and Losers for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

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 ...

#4
The Dog Problem

The Dog Problem

2006‱★ 5.8

Why watch this? A perfect follow-up to Winners and Losers for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

In the film, Solo is a down-on-his-luck writer who is encouraged by his psychiatrist to get a dog. Solo meets his love interest, who he assumes to be a dog owner when meeting her a...

#5
Wedding Season

Wedding Season

2022‱★ 6.2

Why watch this? A perfect follow-up to Winners and Losers for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as ...

#6
Bridget Jones: Mad About the Boy

Bridget Jones: Mad About the Boy

2025‱★ 6.4

Why watch this? A perfect follow-up to Winners and Losers for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man ...

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