| Ernie Hudson | Warden Leo Glynn |
| Terry Kinney | Tim McManus |
| Harold Perrineau | Augustus Hill |
| Eamonn Walker | Kareem Said |
| Kirk Acevedo | Miguel Alvarez |
| Edie Falco | Officer Diane Whittlesey |
| Leon | Jefferson Keane |
| Rita Moreno | Sister Peter Marie Reimondo |
| Tony Musante | Nino Schibetta |
| J.K. Simmons | Vern Schillinger |
| Lee Tergesen | Tobias Beecher |
| Sean Whitesell | Donald Groves |
| Dean Winters | Ryan O'Reily |
| BD Wong | Father Ray Mukada |
| Zeljko Ivanek | Governor James Devlin |
| Adewale Akinnuoye-Agbaje | Simon Adebisi |
| George Morfogen | Bob Rebadow |
| Eddie Malavarca | Peter Schibetta |
| Tomas Milian | Ricardo Alvarez |
| Skipp Sudduth | Lenny Burrano |
| O.L. Duke | Paul Markstram |
| Susan Floyd | Genevieve Beecher |
| Goodfella Mike G | Joey D'Angelo |
| Ray Iannicelli | Officer Roger Brese |
| Steve Ryan | Officer Mike Healy |
| Tim McAdams | Johnny Post |
| José Ramón Rosario | Eduardo Alvarez
(as Jose R. Rosario) |
| Philip Scozzarella | Officer Joseph Mineo |
| Esther Swan | Barbara Deckart |
| Frank Bonsangue | Sicilian Crew
(uncredited) |
| Douglas Crosby | Officer D'Agnasti
(uncredited) |
| Khalid Gonçalves | Latino Gangbanger
(uncredited) |
| Avery Kidd Waddell | Young Man
(uncredited) |
| Josh Mowery | Prison Guard
(uncredited) |
| Timothy Patrick Quill | Prison Guard
(uncredited) |
| Leif Riddell | Mark Mack
(uncredited) |