Four men conspire to break out of one of the most notorious prisons in American history. Three make it to the water's edge... but what happened to them when they left the island remains a mystery to this day.

Stuck in prison on life sentences, two men used engineering smarts and psychological manipulation of several prison employees to escape Dannemora Prison; Richard Matt and David Sweat executed one of the most involved escapes from an American prison.

El Chapo became one of the most notorious and murderous drug cartel kingpins in modern history. His audacious escapes from maximum-security prisons in Mexico became the stuff of legends. He is now in a US supermax prison in Colorado where he is remanded to this day.

Six men, led by the mastermind, Nuno Pontes, escaped Pittsburgh State Penitentiary by tunneling to freedom under the massive wall of the prison. They made it as far as Texas before being caught and returned to prison.

Allied prisoners used all kinds of forgery and engineering tactics to tunnel out of a German Prisoner of War camp. Almost all were caught, fifty were executed and three made their way to freedom.

Almost forty prisoners locked up in HM Maze prison for actions undertaken as members of the IRA, escaped in a food truck. Many were caught right away, some years later, and some were never seen again.

Two desperate murderers made an audacious rooftop escape from the forty foot high Elmira State Prison.

James Earl Ray, confessed killer of MLK, was a notorious escape artist. His most audacious escape involved manufacturing a ladder made of plumbing pipe and going over the wall of the Brushy Mountain State Prison.

During WWII, the Nazi war machine created specialized camps that were only used for one purpose, killing prisoners. At Sobibor, a group of Jews that were forced to keep the camp operational, engineered a mass escape that saved many of their lives.

Rene Belbenoit is sentenced to hard time at France's notorious penal colony in French Guiana. He determines to escape or die trying. After numerous harrowing escapes, he finally gets free. His story becomes the basis of several movies in Hollywood.

Quawntay Adams, a young African American man from a South-Central Los Angeles, gets caught up in a large-scale marijuana bust. When he finds out he is going to be a father, he determines to break out of his maximum-security cell which he does.

During the Civil War, a prison break frees hundreds of Union soldiers. Colonel Thomas Rose was a schoolteacher before the Civil War. When he was captured and sent to Libby Prison in Richmond, Virginia, he engineered one of the greatest mass escapes.

An Iranian-American psychopath is thrown into the men's city jail in Orange County Jail in Southern California. Before he gets sent to a higher security prison, he escapes the five-story prison.