Let's Go to Prison

The 2005 remake of The Longest Yard, featuring Adam Sandler, Chris Rock, and Burt Reynolds, centers on a group of inmates who form a football team. It shares the same comedy set within a penal system theme that is prevalent in Let's Go to Prison.

Dave Chappelle's cult classic Half Baked features a group of friends trying to bail out their pal from jail. While not entirely set in prison, it's a stoner comedy with a similar irreverent tone and underdog characters that audiences of Let's Go to Prison would enjoy.

Stir Crazy, featuring the comedic duo of Gene Wilder and Richard Pryor, centers on two friends who are framed for a bank robbery and sentenced to 125 years in prison. Its slapstick humor and prison setting make it a great companion piece to Let's Go to Prison.

Orange County is a comedy starring Jack Black and Colin Hanks focusing on a high school student's desperate attempts to get into Stanford after his guidance counselor sends the wrong transcripts. It's a tale of mishaps and misunderstandings that fans of Let's Go to Prison can appreciate for its humor and sense of anarchy.

Although not set in a prison, My Fellow Americans pits two former U.S. Presidents against the current administration in a comedy of errors and on-the-run antics. Its wit and political satire should hit the spot for those who enjoy the goofy narrative style of Let's Go to Prison.