Watch These Dark Comedies On-Demand

Watch These Dark Comedies On-Demand

By Michael Monson 6 min read January 3, 2025

The best dark comedy movies contain a good bit of humor, a splash of morbidity, and a dash of crime—expertly shaken and stirred together to produce a perfectly balanced comedy cocktail that’s always served with a twist.  

Check out our selection of cringe-til-you-laugh-til-you-cry dark comedies available on-demand right now. 

 

Top dark comedy movies on Philo:

 

Fargo (1996)

This Oscar-winning dark comedy from the Coen Brothers, set in 1980s Minnesota, features an all-star cast delivering unprecedented performances. 

Watch Fargo on-demand with MGM+ (add-on) on Philo.

 

Drowning Mona (2000)

You had me at Bette Midler, Danny DeVito, AND Jamie Lee Curtis! When Mona Dearly’s car and corpse are discovered in the Hudson River, the chief of police immediately suspects murder. But, since the whole community of Verplanck, N.Y. shares a deep hatred for this spiteful woman, his murder investigation gets overwhelmed with potential suspects.

Watch Drowning Mona on-demand with STARZ  (add-on) on Philo.

 

Mary and Max (2009)

Toni Collette and Philip Seymour Hoffman voice this 2009 stop-motion film about the unlikely friendship that develops through letters sent between a lonely girl in Australia and an elderly Jewish man in New York. 

Watch Mary and Max on-demand with AMC+ on Philo.

 

Fifty Shades of Black (2016)

Just how far will this new couple go to make their relationship work? In a spoof of “Fifty Shades of Grey,” Hannah Steele interviews entrepreneur Christian Black for a school newspaper. As flirtation leads to attraction, Christian invites Hannah to his home and introduces her to his kinky world of S&M. 

Watch Fifty Shades of Black on-demand with STARZ  (add-on) on Philo.

 

A Man Called Ove (2015)

This 2015 Swedish comedy centers on Ove, the quintessential angry old man with strict principles and a short fuse. When a boisterous young family moves in next door and accidentally flattens Ove’s mailbox, an unlikely friendship forms. 

Watch A Man Called Ove on-demand with Crackle on Philo.

 

Vengeance (2022)

J. Novak stars alongside Dove Cameron, Issa Rae, and Ashton Kutcher in this offbeat tale of a journalist (and podcaster) who travels from New York City to Texas to investigate the death of a woman he hooked up with. 

Watch Vengeance on-demand with STARZ (add-on) on Philo.

 

Adult World (2013)

Emma Roberts plays an aspiring poet who takes a job as a clerk at an adult bookstore in an effort to make her contemptuous literary idol (played by John Cusack) take her on as his protege.

Watch Adult World on-demand with AMC+ on Philo.

 

123 (2008)

Confusion and hilarity ensue in this Indian short film about three men—an underwear salesman, a car salesman, and a wannabe gangster—all with similar names, staying at the same hotel. 

Watch 123 on-demand with Game Show Network on Philo.

 

The 100-Year-Old Man Who Climbed Out the Window and Disappeared (2013)

Allan Karlsson, an explosives expert, escapes from a retirement home on his 100th birthday and embarks on an unforgettable journey. 

Watch The 100-Year-Old Man Who Climbed Out the Window and Disappeared on-demand with Crackle on Philo.

 

Drowning by Numbers (1988)

Cissie Colpitts drowns her cheating husband and enlists the help of a lonely coroner to help cover things up. But when Cissie’s daughter and granddaughter both decide to resort to the same methods when dealing with their own husbands, the coroner begins to find his conscience.

Watch Drowning by Numbers on-demand with Fandor (add-on) on Philo.

 

I Had a Bloody Good Time at House Harker (2016)

In order to save their family home, two awkward brothers and their idiot friend hire a vampire actor to scare the townspeople, but things get crazy when the “actor” turns out to be the real thing.

Watch I Had a Bloody Good Time at House Harker on-demand with Screambox TV (Free Channel) on Philo.

 

Note: At the time of publication, all of the above movies were available on demand. We’re constantly striving to bring you the best content for the best price, so, for that reason, some content offerings are subject to change based on network availability. Check out our What’s New post to see the top shows and movies coming soon to Philo.