Some of the best prison movies are so funny it's almost criminal. The top funny movies about jail feature hilarious actors trying to escape prison, or making the most of their life behind bars. This is a list of the greatest comedies about jail including everything from The Longest Yard to Jailhouse Rock to Take the Money and Run.
What films will you find on this list of prison comedy movies? Chicago puts a musical spin on the criminal life, following a pair of murderous women as they attempt to stay in the news. Stir Crazy is another hilarious movie about prison. With Eddie Murphy and Martin Lawrence in the lead roles, it should come as no surprise that Life was one of the funniest movies of 1999. Other good movies featured on this list include Let's Go to Prison, Lucky Break, and Big Stan.
It's up to you to decide which prison comedy deserves the top spot on this list. Give your favorites a thumbs up to move them to number one, and please add any good movies that are missing.
Directed by: Ted DemmeLife is a 1999 American comedy-drama film written by Robert Ramsey & Matthew Stone and... more on Wikipedia
Directed by: Ethan Coen, Joel CoenO Brother, Where Art Thou? is a 2000 adventure comedy film written, produced, edited, and... more on Wikipedia
Directed by: Bob OdenkirkLet's Go to Prison is an American comedy that was released in theatres November 17, 2006,... more on Wikipedia
Directed by: Etan CohenGet Hard is an American comedy film directed by Etan Cohen and written by Etan Cohen, Jay... more on Wikipedia
Directed by: Sidney PoitierStir Crazy is a 1980 American comedy film directed by Sidney Poitier and starring Gene Wilder... more on Wikipedia
Directed by: Peter SegalThe Longest Yard is a 2005 American sports comedy film, a remake of the 1974 film of the same... more on Wikipedia
Directed by: Peter Lord, Nick ParkChicken Run is a 2000 British-French-American stop-motion animated comedy film made by the... more on Wikipedia
Directed by: Rob SchneiderBig Stan is a 2007 American comedy film directed and produced by Rob Schneider, who also... more on Wikipedia
Directed by: Andrew DavisHoles is a 2003 American comedy-drama adventure film based on the 1998 novel of the same title... more on Wikipedia
Directed by: Robert AldrichThe Dirty Dozen is a 1967 film directed by Robert Aldrich, released by MGM, and starring Lee... more on Wikipedia
Directed by: Andrei Konchalovsky, Albert MagnoliTango & Cash is a 1989 American buddy cop action comedy film directed by Andrei Konchalovsky,... more on Wikipedia
Directed by: Rob MarshallChicago is a 2002 American musical comedy film adapted from the satirical stage musical of the... more on Wikipedia
Directed by: John R. Cherry IIIErnest Goes to Jail is a 1990 comedy film directed by John R. Cherry III and starring Jim... more on Wikipedia
Directed by: Tyler PerryMadea Goes to Jail is a 2009 parodic comedy-drama film written and directed by Tyler Perry,... more on Wikipedia
Directed by: Richard ThorpeJailhouse Rock is a 1957 American musical drama film directed by Richard Thorpe and starring... more on Wikipedia
Directed by: Woody AllenTake the Money and Run is a 1969 American comedic mockumentary directed by Woody Allen and... more on Wikipedia
Directed by: Jim JarmuschDown by Law is a 1986 black-and-white independent film written and directed by Jim Jarmusch.... more on Wikipedia
Directed by: Harry BasilBack By Midnight is a 2005 comedy film starring Rodney Dangerfield, Phil LaMarr, Harland... more on Wikipedia
Directed by: John Requa, Glenn FicarraI Love You Phillip Morris is a 2009 comedy film based on the 1980s and '90s real-life story of... more on Wikipedia
Directed by: Tom DeSimoneReform School Girls is a 1986 American film, written and directed by Tom DeSimone. It stars... more on Wikipedia
Directed by: Tay Garnett
great jail scene!
Directed by: Joel HershmanGreenfingers is a 2000 British comedy film directed and written by Joel Hershman. It is... more on Wikipedia
Directed by: Barry SkolnickMean Machine is a 2001 British comedy-drama film directed by Barry Skolnick. It stars former... more on Wikipedia
Directed by: Peter CattaneoLucky Break is a 2001 British comedy film starring James Nesbitt and directed by Peter... more on Wikipedia