The Birdman of Alcatraz (1962) Burt Lancaster and Karl Malden - based on a true story about Robert Franklin Stroud, the real "Birdman."
Some of my favorite prison flicks:
The Dirty Dozen (1967) Lee Marvin and John Cassavetes-- WWII flick with all-star cast including Ernest Borgnine, Donald Sutherland, Clint Walker, Telly Savales, Jim Brown, Charles Bronson - "Killin' generals could get to be a habit with me."
Cool Hand Luke (1967) Paul Newman, George Kennedy and Strother Martin - Kennedy won an Oscar for his role as Dragline - "What we have here is failure to communicate."
The Shawshank Redemption (1994) Tim Robbins and Morgan Freeman - beautiful story, amazing cinematography, suburb performances. "Hope can drive a man insane."
Papillon (1973) Dustin Hoffman and Steve McQueen - the first time I saw a prisoner eat a rat! "I accuse you of a wasted life!"
O, Brother, Where Art Thou? (2000) George Clooney, John Turturro and Tim Blake Nelson- Coen Brothers bizarre Odyssey parody. Great music! "We thought you was a toad!"
The Green Mile (1999) Tom Hanks and Michael Clark Duncan - skillful adaptation of Stephen King's serial short story. A creative mix of tragedy, humor and fantasy. "People hurt the ones they love. That's how it is all around the world."