Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Five Dates

If you loved Five Dates, 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 Five Dates.

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#1
Love Is in the Air

Love Is in the Air

2023★ 6.2

Why watch this? A perfect follow-up to Five Dates 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....

#2
The Wrong Paris

The Wrong Paris

2025★ 6.7

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

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....

#3
The Incredible Jessica James

The Incredible Jessica James

2017★ 6.2

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

Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date....

#4
Players

Players

2024★ 6.1

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

New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it take...

#5
Wedding Season

Wedding Season

2022★ 6.2

Why watch this? A perfect follow-up to Five Dates 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
¿Quieres ser mi hijo?

¿Quieres ser mi hijo?

2023★ 8.4

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

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship ...

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