Dynamic Watchlist Hub: Apr 10, 2026

10 Best Movies Like Playing for Keeps

If you loved Playing for Keeps, 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 Playing for Keeps.

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#1
Kicking & Screaming

Kicking & Screaming

2005★ 5.8

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy. It captures a similar light-hearted atmosphere.

Phil Weston has been unathletic his entire life. In college he failed at every sport that he tried out for. It looks like his 10-year old son, Sam, is following in his footsteps. B...

#2
Greener Grass

Greener Grass

2019★ 6.2

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy. It captures a similar light-hearted atmosphere.

Suburban soccer moms find themselves constantly competing against each other in their personal lives as their kids settle their differences on the field....

#3
A Cinderella Story

A Cinderella Story

2004★ 6.6

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

Routinely exploited by her wicked stepmother, the downtrodden Samantha Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance....

#4
Jerry Maguire

Jerry Maguire

1996★ 7.0

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

Jerry Maguire used to be a typical sports agent: willing to do just about anything he could to get the biggest possible contracts for his clients, plus a nice commission for himsel...

#5
Grimsby

Grimsby

2016★ 6.0

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy. It captures a similar light-hearted atmosphere.

Wrongfully accused and on the run, a top MI6 assassin joins forces with his long-lost, football hooligan brother to save the world from a sinister plot....

#6
Blended

Blended

2014★ 6.9

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

Recently divorced mom Lauren and widowed dad Jim let their friends push them into a blind date, which goes disastrously wrong. Unsurprisingly, neither wants to see the other ever a...

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