Random Best Prison Movies (67 items)

(#44) Escape to Victory
- Sylvester Stallone, Michael Caine, Pelé, Bobby Moore, Osvaldo Ardiles, Paul Van Himst, Kazimierz Deyna, Hallvar Thorensen, Mike Summerbee, Co Prins, Russell Osman, John Wark, Soren Linsted, Kevin O'Calloghan, Max von Sydow, Gary Waldhorn, George Mikell, Laurie Sivell
This crowd-pleasing wartime sports drama combines spy intrigue and humor with a thrilling and action-packed story. As Allied POWs square off against their German captors in a game of soccer, plot twists and comic relief abound. A stirring testament to the power of teamwork, perseverance, and laughter in overcoming adversity.
(#26) Birdman of Alcatraz
- Burt Lancaster, Karl Malden, Thelma Ritter, Betty Field, Neville Brand, Edmond O'Brien, Hugh Marlowe, Telly Savalas, James Westerfield, Chris Robinson
This biographical drama tells the incredible story of a notorious inmate who discovers his love for ornithology while serving a life sentence. As he navigates his newfound expertise and passion, the film offers a refreshingly human side to prison life, blending raw emotion with unexpected humor. An unforgettable tale of transformation, it proves that even the most confined spaces can foster laughter.
(#65) Get Hard
- Will Ferrell, Kevin Hart, Craig T. Nelson, Alison Brie, Edwina Findley, Ariana Neal, Erick Chavarria, T.I., Paul Ben-Victor, Jon Eyez, Nito Larioza, Dan Bakkedahl, Greg Germann, Ron Funches, Joshua Joseph Gillum
(#11) The Longest Yard
- Burt Reynolds, Eddie Albert, Ed Lauter, Michael Conrad, James Hampton, Harry Caesar, John Steadman, Charles Tyner, Mike Henry, Bernadette Peters, Pervis Atkins, Tony Cacciotti, Anitra Ford, Joe Kapp, Richard Kiel, Pepper Martin, Sonny Shroyer
This original prison sports comedy sees a disgraced football player leading a team of inmates against a group of sadistic guards. Fundamentally, it's a tale of redemption; however, the whip-smart dialogue and hilarious antics make it a true spy comedy gem. A classic underdog story with plenty of laughs and heart, demonstrating that even convicts can pull off the ultimate con.
(#46) Let's Go to Prison
- Dax Shepard, Will Arnett, Chi McBride, Dylan Baker, David Koechner, Michael Shannon, Miguel Nino, Jay Whittaker, Amy Hill, David Darlow, Joseph Marcus, Jerry Minor, Nick Phalen, A.J. Balance, Bob Odenkirk
This uproarious comedy follows a career criminal determined to exact revenge on the judge who sentenced him– by landing himself back in jail and making the judge's son his unwitting cellmate. As the pair navigates the treacherous world of prison life, the hilarious hijinks and misunderstandings add an extra layer of fun. An absurd and raucous romp that proves laughter is the best revenge.
(#12) Con Air
- Nicolas Cage, John Cusack, John Malkovich, Steve Buscemi, Ving Rhames, Colm Meaney, Mykelti Williamson, Rachel Ticotin, Monica Potter, Dave Chappelle, M.C. Gainey, John Roselius, Renoly Santiago, Danny Trejo, Jesse Borrego, Nick Chinlund, Angela Featherstone, José Zúñiga, Landry Allbright
An explosive mix of action and comedy, this film follows a ragtag group of convicts as they hijack a high-security prisoner transport plane. With unexpected allies and enemies at every turn, witty banter, and a healthy dose of sarcasm, it offers up both laughs and thrills. An unforgettable thrill ride that proves sometimes the best spies are the ones found in the most unexpected places.