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| •Ernie Hudson | played | Warden Leo Glynn (56Eps.) |
| •Harold Perrineau, Jr. | played | Prisoner #95H522 Augustus Hill ((as Harold Perrineau)) (56Eps.) |
| •J. K. Simmons | played | Prisoner #92S110 Vernon Schillinger (56Eps.) |
| •Lee Tergesen | played | Prisoner #97B412 Tobias Beecher (56Eps.) |
| •Rita Moreno | played | Sister Peter Marie Reimondo (56Eps.) |
| •Terry Kinney | played | Tim McManus (56Eps.) |
| •Dean Winters | played | Prisoner #97P904 Ryan O'Reily (56Eps.) |
| •Eamonn Walker | played | Prisoner #97S444 Kareem Said (Episodes 1-51) (51Eps.) |
| •George Morfogen | played | Prisoner #65R814 Robert Rebadow (Episodes 9-56) (48Eps.) |
| •B. D. Wong | played | Father Ray Mukada (Episodes 2-32, 36, 37, 40-46, 49-56) (49Eps.) |
| •Craig "muMs" Grant | played | Prisoner #96J332/98J442 Arnold "Poet" Jackson (Episodes 12, 17-22, 24-56) (40Eps.) |
| •Kirk Acevedo | played | Prisioner #97A413 Miguel Alvarez (Episodes 1-29, 32-36, 41-56) (49Eps.) |
| •Lauren Velez | played | Dr. Gloria Nathan (Episodes 9-30, 32, 34-56) (46Eps.) |
| •Adewale Akinnuoye-Agbaje | played | Prisoner #93A234 Simon Adebisi (Episodes 9-32) (24Eps.) |
| •Anthony Chisholm | played | Prisoner #01R289 Burr Redding (Episodes 34-56) (23Eps.) |
| •Arija Bareikis | played | Tricia Ross (Episodes 17-18, 20, 21, 26, 27) (6Eps.) |
| •Austin Pendleton | played | William Giles (Episode 22, 25, 35, 37-40) (7Eps.) |
| •Betty Buckley | played | Suzanne Fitzgerald (Episodes 37-39, 42-56) (18Eps.) |
| •Charles Busch | played | Natalie "Nat" Ginsburg (Episodes 25-30) (6Eps.) |
| •Christopher Meloni | played | Prisoner #98K514 Chris Keller (Episodes 12, 17-25, 27-36, 43-56) (34Eps.) |
| •Chuck Zito | played | Chucky "The Enforcer" Pancamo (Episodes 36-56) (21Eps.) |
| •David Zayas | played | Prisoner #005871 Enrique Morales (Episodes 27-53) (27Eps.) |
| •Eddie Malavarca | played | Peter Schibetta (Episodes 12, 44, 46, 49, 50) (5Eps.) |
| •Edie Falco | played | Officer Diane Whittlesey (Episodes 1-18, 20-24) (23Eps.) |
| •Edward Herrmann | played | Harrison Beecher (Episodes 25, 26, 28, 29, 36, 49) (6Eps.) |
| •Ellen McElduff | played | Eleanor O'Connor (Episodes 45-48, 50-52, 55, 56) (9Eps.) |
| •Erik King | played | Moses Deyell (Episodes 25-32, 35, 37, 38) (11Eps.) |
| •Granville Adams | played | Prisoner #97A622 Zahir Arif (Episodes 17-56) (40Eps.) |
| •J. D. Williams | played | Prisoner #97W566 Kenny Wangler (Episodes 17-25) (9Eps.) |
| •Joel Grey (1) | played | Lemuel Idzik (Episodes 51-56) (6Eps.) |
| •Kathryn Erbe | played | Prisoner #97B642 Shirley Bellinger (Episodes 17-28, 50) (13Eps.) |
| •Kristin Rohde | played | Claire Howell (Episodes 17-47, 49-53, 56) (37Eps.) |
| •Lance Reddick | played | Desmond Mobay (Det. Johnny Basil) (Episodes 29-32, 35-38) (8Eps.) |
| •Leon | played | Jefferson Keane (Episodes 1-4, 49) (5Eps.) |
| •Lord Jamar | played | Kevin "Supreme Allah" Ketchum (Episodes 30-32, 34-40) (10Eps.) |
| •Luis Guzman | played | Prisoner #98H492, Raoul "El Cid" Hernandez (Episode 17, 20-27) (9Eps.) |
| •Luke Perry (1) | played | Jeremiah Cloutier (Episodes 34-43) (10Eps.) |
| •Mark Margolis | played | Antonio Nappa (Episodes 17-23, 52) (8Eps.) |
| •Michael Wright | played | Prisoner #01W711 Omar White (Episodes 33-55) (23Eps.) |
| •Patti LuPone | played | Stella Coffo (Episodes 49-54, 56) (7Eps.) |
| •Philip Casnoff | played | Nikolai Stanislofsky (Episodes 19-31) (13Eps.) |
| •R. E. Rodgers | played | James Robson (Episodes 50-56) (7Eps.) |
| •Reg E. Cathey | played | Martin Querns (Episodes 28-33, 35, 56) (8Eps.) |
| •Rick Fox (1) | played | Jackson Vahue (Episodes 35-40, 56) (7Eps.) |
| •Robert Clohessy | played | Officer Sean Murphy (Episodes 18-56) (39Eps.) |
| •Robert John Burke (3) | played | Agent Pierce (Episodes 28-30, 35, 42, 43, 53, 56) (8Eps.) |
| •Sandra "Pepa" Denton | played | Officer Andrea Phelan (Episodes 25, 30, 38, 44, 47, 50) (6Eps.) |
| •Sandra Purpuro | played | Katherine McClain (Episodes 37-40, 43-47) (9Eps.) |
| •Scott William Winters | played | Prisoner #98P204 Cyril O'Reily (Episodes 17-56) (40Eps.) |
| •Sean Whitesell | played | Prisoner #97G414 Donald Groves (Episodes 1-8) (8Eps.) |
| •Seth Gilliam | played | Officer Clayton Hughes (Episodes 17-24, 27-28, 31, 35-40) (17Eps.) |
| •Tom Mardirosian | played | Agamemnon "The Mole" Busmalis (Episodes 12, 17-56) (41Eps.) |
| •Tony Musante | played | Nino Schibetta (Episodes 1-7) (7Eps.) |
| •Zeljko Ivanek | played | Governor James Devlin (Episodes 17-19, 24, 27-29, 31, 34, 35, 39, 41-43,) (14Eps.) |
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