Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Two Weeks to 29

If you loved Two Weeks to 29, 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 Two Weeks to 29.

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#1
Playing It Cool

Playing It Cool

2014★ 5.9

Why watch this? A perfect follow-up to Two Weeks to 29 for fans of Comedy. It captures a similar light-hearted atmosphere.

A young man meets and instantly falls in love with an engaged woman....

#2
Chasing Papi

Chasing Papi

2003★ 6.8

Why watch this? A perfect follow-up to Two Weeks to 29 for fans of Comedy. It captures a similar light-hearted atmosphere.

Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici,...

#3
Killer's Kiss

Killer's Kiss

1955★ 6.4

Why watch this? A perfect follow-up to Two Weeks to 29 for fans of Thriller. It captures a similar emotionally gripping atmosphere.

Davey Gordon, a New York City boxer at the end of his career, falls for dancer Gloria Price. However, their budding relationship is interrupted by Gloria's violent boss, Vincent Ra...

#4
The Invitation

The Invitation

2016★ 6.4

Why watch this? A perfect follow-up to Two Weeks to 29 for fans of Thriller. It captures a similar spine-chilling atmosphere.

Will and his new girlfriend Kira are invited to a dinner with old friends at the house of Will’s ex Eden and her new partner David. Although the evening appears to be relaxed, Will...

#5
Crossing Delancey

Crossing Delancey

1988★ 5.9

Why watch this? A perfect follow-up to Two Weeks to 29 for fans of Comedy. It captures a similar light-hearted atmosphere.

Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find h...

#6
(500) Days of Summer

(500) Days of Summer

2009★ 7.3

Why watch this? A perfect follow-up to Two Weeks to 29 for fans of Comedy. It captures a similar light-hearted atmosphere.

Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to fi...

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