| Kirk Acevedo | Miguel Alvarez |
| Adewale Akinnuoye-Agbaje | Simon Adebisi |
| Ernie Hudson | Warden Leo Glynn |
| Terry Kinney | Tim McManus |
| Rita Moreno | Sister Peter Marie Reimondo |
| Harold Perrineau | Augustus Hill |
| J.K. Simmons | Vern Schillinger |
| Lee Tergesen | Tobias Beecher |
| Eamonn Walker | Kareem Said |
| Dean Winters | Ryan O'Reily |
| Kathryn Erbe | Shirley Bellinger |
| Edie Falco | Officer Diane Whittlesey |
| Luis Guzmán | Raoul 'El Cid' Hernandez |
| Mark Margolis | Antonio Nappa |
| Christopher Meloni | Chris Keller |
| George Morfogen | Bob Rebadow |
| BD Wong | Father Ray Mukada |
| Granville Adams | Zahir Arif |
| Robert T. Bogue | Jason Cramer
(as Robert Bogue) |
| Charles Busch | Nat Ginzburg |
| Philip Casnoff | Nikolai Stanislofsky |
| Robert Clohessy | Officer Sean Murphy |
| Seth Gilliam | Officer Clayton Hughes |
| Ernie Hudson Jr. | Hamid Khan |
| Tom Mardirosian | Agamemnon Busmalis |
| Kristin Rohde | Officer Claire Howell |
| J.D. Williams | Kenny 'Bricks' Wangler |
| Scott William Winters | Cyril O'Reily |
| Steve DeCastro | Arian |
| Natascia Diaz | Margarita Ricardo
(as Natascia A. Diaz) |
| Carl DiMaggio | Officer Len Lopresti |
| Jerome Edwards | Inmate |
| Todd Etelson | Mario Seggio |
| Elain R. Graham | Lenore Hughes
(as Elain Graham) |
| Juan Carlos Hernández | Carlo Ricardo |
| Tim Hopper | Rick Donn |
| Ray Iannicelli | Officer Roger Brese |
| Judy Reyes | Tina Rivera |
| R.E. Rodgers | James Robson |
| Philip Scozzarella | Officer Joseph Mineo
(as Philip V. Scozzarella) |
| Evan Seinfeld | Jaz Hoyt |
| Nelson Vasquez | Officer Eugene Rivera |
| Chuck Zito | Chucky Pancamo |
| Ray Abbott | Inmate #1
(uncredited) |
| Whitney Allen | Miss Sally
(uncredited) |
| Danny Downey | Young Giles
(uncredited) |
| Ian Eaton | Young Glynn
(uncredited) |
| Brett Gillen | Philip Featherstone
(uncredited) |
| Rohan Quine | Kiki Faye Downing
(uncredited) |
| Robert Resto | Inmate
(uncredited) |
| Todo Segalla | Inmate
(uncredited) |
| Steven Wishnoff | Tony Masters
(uncredited) |