Dynamic Watchlist Hub: Jan 26, 2026

10 Best Movies Like Sisyphus

If you loved Sisyphus, 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 Sisyphus.

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#1
I Now Pronounce You Chuck & Larry

I Now Pronounce You Chuck & Larry

2007★ 6.1

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

Firefighters Chuck Ford and Larry Valentine are guy's guys, loyal to the core—which is why when widower Larry asks Chuck to pose as his lover so that he can get domestic partner be...

#2
Possibly in Michigan

Possibly in Michigan

1983★ 7.6

Why watch this? A perfect follow-up to Sisyphus for fans of Horror. It captures a similar spine-chilling atmosphere.

A musical horror story about two young women who are stalked through a shopping mall by a cannibal. He follows them home, and here the victims become the aggressors....

#3
The Pointer

The Pointer

1939★ 6.0

Why watch this? A perfect follow-up to Sisyphus for fans of Animation. It captures a similar light-hearted atmosphere.

Mickey and Pluto go hunting for quail. Pluto scares away the first ones they see; Mickey scolds him, then relents. He shows Pluto how to be a pointer, and they set off after anothe...

#4
Sitting on a Branch, Enjoying Myself

Sitting on a Branch, Enjoying Myself

1989★ 5.4

Why watch this? A perfect follow-up to Sisyphus for fans of Drama. It captures a similar light-hearted atmosphere.

Pepe and Prengel, returning from war, meet Ester and both fall in love with the girl and live together in a deserted house. Fanatic communist, Zelmira, wants to turn their world up...

#5
Monty Python and the Holy Grail

Monty Python and the Holy Grail

1975★ 7.8

Why watch this? A perfect follow-up to Sisyphus for fans of Adventure. It captures a similar light-hearted atmosphere.

King Arthur, accompanied by his squire, recruits his Knights of the Round Table, including Sir Bedevere the Wise, Sir Lancelot the Brave, Sir Robin the Not-Quite-So-Brave-As-Sir-La...

#6
Shutter Island

Shutter Island

2010★ 8.2

Why watch this? A perfect follow-up to Sisyphus for fans of Drama. It captures a similar emotionally gripping atmosphere.

World War II soldier-turned-U.S. Marshal Teddy Daniels investigates the disappearance of a patient from a hospital for the criminally insane, but his efforts are compromised by tro...