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 Reg E. Cathey Martin Querns Guest Star Christopher Meloni Chris Keller Guest Star George Morfogen Bob Rebadow Guest Star Scott William Winters Cyril O'Reily Guest Star Michael Wright Omar White Guest Star Granville Adams Zahir Arif Guest Star Robert Clohessy Officer Sean Murphy Guest Star Roger Rees Jack Aldridge Guest Star Ally Sheedy Lisa Logan Guest Star Barry Levinson Executive Producer Tom Fontana Executive Producer, Writer Sunil Nayar Writer Alex Zakrzewski Director