For 4 years, Prison Break was the smartest, grittiest, best casted, and best written show on Television. While badly harmed by the 2007 writers strike and low ratings, this show never did get the recognition it deserved. Season 1, Episode 1: Pilot Original Air Date—29 August 2005 Michael Scofield is imprisoned in Fox River State Penitentiary. He finds his brother, Lincoln Burrows, who is a death row prisoner, and tells him that he is going to break them both out of the prison. Searching for: prison break in: All Categories Movies Only TV Only Games Only Music Only Applications Only Documentaries Only Anime Only Other Only XXX Only Sort. Prison Break Season 1 (2006) season 1 of Prison Break contains a total of 22 episodes which were originally broadcast in the United States from August 29, 2005 to May 15, 2006. The plot revolves around the plan of Michael Scofield to break his brother, Lincoln Burrows, out of prison.