Dynamic Watchlist Hub: May 18, 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★ 6.1

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
The Dog Problem

The Dog Problem

2006★ 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.

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...

#4
Love Is in the Air

Love Is in the Air

2023★ 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.

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....

#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
Love, Weddings & Other Disasters

Love, Weddings & Other Disasters

2020★ 5.9

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

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

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