Brash hoodlum Tom Connors enters Sing Sing cocksure of himself and disrespectful toward authority, but his tough but compassionate warden changes him.
After healing the leg of the murderer John Wilkes Booth, responsible for the assassination of President Abraham Lincoln, perpetrated on April 14, 1865, during a performance at Ford's Theatre in Washington; Dr. Samuel A. Mudd, considered part of the atrocious conspiracy, is sentenced to life imprisonment and sent to the sinister Shark Island Prison.
Convicted of manslaughter for a drunken driving accident, Kent Marlowe is sent to prison, where he meets vicious incarcerated figures who are planning an escape from the brutal conditions.
Panic arises among Allied POWs aboard a Japanese freighter when they learn that the ship is actually a decoy target for American submarines on night patrol. The prisoners unite and attack their Japanese captors just as an American sub surfaces and, not knowing the prisoners are aboard, prepares to torpedo the ship.
A moll, imprisoned after participating in a bank robbery, helps with a breakout plot.
Every day for divorced (Wendi McLendon-Covey) is like the movie Groundhog Day – mundane and every day just like the previous. But when new prisoner Casey White (Rossif Sutherland) is brought to her facility, the two develop a secret infatuation. Vicky gives Casey special attention, believing he’s the only man to see her the way she wants to be seen. But when Casey’s inevitable transfer to a lengthy prison sentence approaches, Vicky decides to take desperate action. Risking everything, Vicky manages to break Casey out of jail and takes him on the run, eluding authorities on an eleven-day dash for freedom. For Vicky, even the probable tragedy ahead of them is worth the chance to live life fully once more.
The true story of Dwight Worker, an American who was caught smuggling drugs in Mexico, and sentenced to fortress-like Lecumberri Prison where he endured brutal conditions. With the help of his wife, Barbara, he escaped the prison by disguising himself as a woman. He was the first prisoner to escape Lecumberri since Pancho Villa.