Dynamic Watchlist Hub: May 14, 2026

10 Best Movies Like Pie in the Sky

If you loved Pie in the Sky, 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 Pie in the Sky.

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#1
Held Up

Held Up

1999★ 5.8

Why watch this? A perfect follow-up to Pie in the Sky 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...

#2
Sextuplets

Sextuplets

2019★ 6.2

Why watch this? A perfect follow-up to Pie in the Sky for fans of Comedy. It captures a similar light-hearted atmosphere.

Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their ...

#3
Puff, Puff, Pass

Puff, Puff, Pass

2006★ 5.8

Why watch this? A perfect follow-up to Pie in the Sky for fans of Comedy. It captures a similar light-hearted atmosphere.

Danny Masterson (TV's 'That '70s Show') leads a hilarious ensemble cast in a tale about two hapless stoners who get involved in a scheme to rip off a shady character named Mr. Big ...

#4
Dave Chappelle: The Unstoppable...

Dave Chappelle: The Unstoppable...

2025★ 6.6

Why watch this? A perfect follow-up to Pie in the Sky for fans of Comedy. It captures a similar light-hearted atmosphere.

Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special....

#5
Carry On Regardless

Carry On Regardless

1961★ 6.3

Why watch this? A perfect follow-up to Pie in the Sky for fans of Comedy. It captures a similar light-hearted atmosphere.

After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tastin...

#6
Chris Rock: Kill the Messenger

Chris Rock: Kill the Messenger

2008★ 7.6

Why watch this? A perfect follow-up to Pie in the Sky 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)...

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