Kirk Acevedo Miguel Alvarez Actor Ernie Hudson Warden Leo Glynn Actor Terry Kinney Tim McManus Actor Rita Moreno Sister Peter Marie Reimondo Actor Harold Perrineau Augustus Hill Actor J.K. Simmons Vern Schillinger Actor Lee Tergesen Tobias "Toby" Beecher Actor Eamonn Walker Kareem Said Actor Dean Winters Ryan O'Reily Actor Adewale Akinnuoye-Agbaje Simon Adebisi Guest Star Edie Falco Officer Diane Whittlesey Guest Star Luna Lauren Velez Dr. Gloria Nathan Guest Star BD Wong Father Ray Mukada Guest Star Željko Ivanek Governor James Devlin Guest Star Rick Fox Jackson Vahue Guest Star Cotter Smith Judge Benjamin Fee Guest Star Granville Adams Zahir Arif Guest Star J.D. Williams Kenny Wangler Guest Star Douglas Crosby Officer D'Agnasti Guest Star R.E. Rodgers James Robson Guest Star Paul Schulze Officer Rick Heim Guest Star Charles S. Dutton Professor Alvah Case Guest Star Barry Levinson Executive Producer Tom Fontana Executive Producer, Writer Nick Gomez Director