Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Cupid

If you loved Cupid, 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 Cupid.

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#1
The Ugly Truth

The Ugly Truth

2009★ 6.5

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

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships an...

#2
Starting Over

Starting Over

1979★ 6.4

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

After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher....

#3
The Incredible Jessica James

The Incredible Jessica James

2017★ 6.2

Why watch this? A perfect follow-up to Cupid 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
I Want You Back

I Want You Back

2022★ 6.3

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

Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to ...

#5
Playing It Cool

Playing It Cool

2014★ 5.9

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

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

#6
About Fate

About Fate

2022★ 7.5

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

Two strangers believe in love but never seem to be able to find its true meaning. In a wild twist of events, fate puts each in the other's path on one stormy New Year's Eve....

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