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Home›Movies›Comedy›Dark Funny 2000s Comedy Movies

Tag Mix

Dark Funny 2000s Comedy Movies

59movies

Comedy ×
Dark ×
Funny ×
2000s ×

59movies

Keep narrowing

+ Friends2268 + Family1824 + Feel-Good1424 + Campy1255 + Chaotic958 + Dialogue-Heavy929 + Whimsical882 + Fast-Paced871 + Kids861 + Date Night764 + Under 2 Hours

Where to watch

On Tubi17 On Hoopla14 On Kanopy12 On Plex11 On The Roku Channel9 On Prime Video8

Charlie and the Chocolate Factory (2005) poster

Charlie and the Chocolate Factory

2005Adventure · Comedy1h 55m

Whimsical Dark Funny Weird London

Shaun of the Dead (2004) poster

Shaun of the Dead

2004Comedy · Horror1h 39m

Funny Dark Chaotic Zombies Survival

In Bruges (2008) poster

In Bruges

2008Comedy · Crime1h 48m

Funny Dark Thought-Provoking Hitman Europe

Burn After Reading (2008) poster

Burn After Reading

2008Comedy · Drama1h 36m

Dark Funny Chaotic Conspiracy Ensemble Cast

Lemony Snicket's A Series of Unfortunate Events (2004) poster

Lemony Snicket's A Series of Unfortunate Events

2004Adventure · Comedy1h 48m

Whimsical Funny Dark Stylish Campy

Jennifer's Body (2009) poster

Jennifer's Body

2009Comedy · Horror1h 47m

Dark Funny Weird Monsters High School

Idiocracy (2006) poster

Idiocracy

2006Adventure · Comedy1h 25m

Funny Thought-Provoking Dark Fish Out of Water Time Travel

Kiss Kiss Bang Bang (2005) poster

Kiss Kiss Bang Bang

2005Comedy · Crime1h 43m

Funny Dark Whodunit Cops Los Angeles

Chicago (2002) poster

Chicago

2002Comedy · Crime1h 53m

Funny Dark Courtroom Prison Musical

The Break-Up (2006) poster

The Break-Up

2006Comedy · Romance1h 46m

Funny Dark Dialogue-Heavy Friends Date Night

Just Like Heaven (2005) poster

Just Like Heaven

2005Comedy · Fantasy1h 35m

Romantic Funny Dark Heartwarming Date Night

Bad Santa (2003) poster

Bad Santa

2003Comedy · Crime1h 32m

Funny Dark Gritty Friends Christmas

A Serious Man (2009) poster

A Serious Man

2009Comedy · Drama1h 46m

Dark Thought-Provoking Funny Dysfunctional Family Smart

Trick 'r Treat (2007) poster

Trick 'r Treat

2007Comedy · Fantasy1h 22m

Creepy Dark Funny Serial Killer Monsters

The Whole Nine Yards (2000) poster

The Whole Nine Yards

2000Comedy · Crime1h 38m

Funny Dark Mafia Hitman Suburbs

Death at a Funeral (2007) poster

Death at a Funeral

2007Comedy · Drama1h 31m

Funny Chaotic Dark Dysfunctional Family Ensemble Cast

Smokin' Aces (2006) poster

Smokin' Aces

2006Action · Comedy1h 49m

Dark Chaotic Funny Hitman Mafia

Duplex (2003) poster

Duplex

2003Comedy1h 29m

Funny Dark Chaotic New York Friends

Intolerable Cruelty (2003) poster

Intolerable Cruelty

2003Comedy · Crime1h 40m

Funny Dark Romantic Hitman Con Artist

Bandits (2001) poster

Bandits

2001Comedy · Crime2h 3m

Funny Dark Feel-Good Prison Break Heist

Black Sheep (2006) poster

Black Sheep

2006Comedy · Horror1h 26m

Funny Weird Dark Chaotic Monsters

Adam's Apples (2005) poster

Adam's Apples

2005Comedy · Crime1h 35m

Language: Danish

Dark Funny Weird Smart Solo

In the Loop (2009) poster

In the Loop

2009Comedy1h 46m

Funny Chaotic Dark Political Dialogue-Heavy

Observe and Report (2009) poster

Observe and Report

2009Comedy · Crime1h 26m

Dark Funny Disturbing Antihero Heist

3000 Miles to Graceland (2001) poster

3000 Miles to Graceland

2001Action · Adventure2h 5m

Dark Funny Chaotic Heist Betrayal

Severance (2006) poster

Severance

2006Comedy · Horror1h 36m

Funny Scary Dark Chaotic Survival

Religulous (2008) poster

Religulous

2008Comedy · Documentary1h 41m

Thought-Provoking Funny Dark Mockumentary Dialogue-Heavy

Saving Silverman (2001) poster

Saving Silverman

2001Comedy · Crime1h 30m

Funny Dark Chaotic Friendship Kidnapping

Keeping Mum (2005) poster

Keeping Mum

2005Comedy1h 43m

Dark Funny Whimsical Dysfunctional Family Small Town

Defendor (2009) poster

Defendor

2009Action · Comedy1h 41m

Dark Sad Funny Thought-Provoking Superheroes

Visitor Q (2001) poster

Visitor Q

2001Comedy · Drama1h 24m

Language: Japanese

Dark Disturbing Weird Funny Dysfunctional Family

The Matador (2005) poster

The Matador

2005Action · Comedy1h 37m

Funny Dark Weird Hitman Dialogue-Heavy

Behind the Mask: The Rise of Leslie Vernon (2006) poster

Behind the Mask: The Rise of Leslie Vernon

2006Comedy · Horror1h 31m

Funny Scary Weird Dark Serial Killer

Fido (2006) poster

Fido

2006Comedy · Drama1h 32m

Funny Weird Dark Zombies Suburbs

Big Nothing (2006) poster

Big Nothing

2006Action · Comedy1h 26m

Chaotic Dark Funny Con Artist Fast-Paced

What Just Happened (2008) poster

What Just Happened

2008Comedy · Drama1h 44m

Dark Funny Los Angeles Dialogue-Heavy Ensemble Cast

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