Dynamic Watchlist Hub: May 11, 2026

10 Best Movies Like Maybe If You...

If you loved Maybe If You..., 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 Maybe If You....

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#1
The Wedding Year

The Wedding Year

2019★ 6.0

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

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year....

#2
The Hangover Part III

The Hangover Part III

2013★ 6.2

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

This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off....

#3
Held Up

Held Up

1999★ 5.8

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

What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is...

#4
Chris Rock: Kill the Messenger

Chris Rock: Kill the Messenger

2008★ 7.6

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

An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket)...

#5
Pitch Perfect 3

Pitch Perfect 3

2017★ 6.5

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

After the highs of winning the world championships, the Bellas find themselves split apart and discovering there aren't job prospects for making music with your mouth. But when the...

#6
The Best Man Holiday

The Best Man Holiday

2013★ 6.5

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

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited....

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