| Kirk Acevedo | Miguel Alvarez |
| 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 |
| Betty Buckley | Suzanne Fitzgerald
(as Betty Lynn Buckley) |
| Robert John Burke | Special Agent Pierce Taylor |
| Anthony Chisholm | Burr Redding |
| Zeljko Ivanek | Governor James Devlin |
| George Morfogen | Bob Rebadow |
| Luke Perry | Reverend Jeremiah Cloutier |
| Luna Lauren Velez | Dr. Gloria Nathan
(as Lauren Vélez) |
| Scott William Winters | Cyril O'Reily |
| BD Wong | Father Ray Mukada |
| Michael Wright | Omar White |
| Granville Adams | Zahir Arif |
| Robert Clohessy | Officer Sean Murphy |
| Peter Criss | Martin Montgomery |
| Tom Mardirosian | Agamemnon Busmalis |
| Craig muMs Grant | Poet
(as muMs) |
| Kristin Rohde | Officer Claire Howell |
| David Zayas | Enrique Morales |
| Chuck Zito | Chucky Pancamo |
| Dena Atlantic | Floria Mills |
| Jerome Preston Bates | Officer Travis Smith |
| Peter Hans Benson | Reporter
(as Peter Benson) |
| Timothy L. Brown | Officer Jason Armstrong |
| Sean Dugan | Timmy Kirk |
| T.J. Edwards | Christian
(as Jay Edwards) |
| Cyrus Farmer | Officer Adrian Johnson |
| Chris Gardner | Ahmad Lalar |
| Jay Harris | Douglas |
| Peter James Kelsch | Jim Burns |
| Eddie Malavarca | Peter Schibetta |
| Ellen McElduff | Eleanor O'Connor |
| Seth William Meier | Liam Meaney
(as Seth Meier) |
| John Palumbo | Don Zanghi |
| Blake Robbins | Officer Dave Brass |
| R.E. Rodgers | James Robson |
| Otto Sanchez | Chico Guerra |
| Philip Scozzarella | Officer Joseph Mineo |
| Evan Seinfeld | Jaz Hoyt |
| Thomas G. Waites | #99S131 Harry Stanton |
| Mike Arotsky | Max Sands |
| Steven Johnson | Prisoner |
| Gregori J. Martin | Inmate |
| Jon M. McDonnell | Prison Guard |
| Christopher Rivera | Jaime Velez |
| Mam Smith | Lulu |
| Tessell Williams | Nurse |
| Steven Wishnoff | Tony Masters |
| Frank Bonsangue | Sicilian Crew
(uncredited) |
| Brian Donahue | Correction Officer
(uncredited) |
| Matthew Gordon | Accompaniest
(uncredited) |