| 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 |
| John Doman | Edward Galson |
| Rick Fox | Jackson Vahue |
| George Morfogen | Bob Rebadow |
| Brían F. O'Byrne | Padraic Connelly |
| Austin Pendleton | William Giles |
| Luke Perry | Reverend Jeremiah Cloutier |
| Luna Lauren Velez | Dr. Gloria Nathan |
| Scott William Winters | Cyril O'Reily |
| Michael Wright | Omar White |
| Granville Adams | Zahir Arif |
| Anthony Chisholm | Burr Redding |
| Robert Clohessy | Officer Sean Murphy |
| Seth Gilliam | Clayton Hughes |
| Lord Jamar | Kevin 'Supreme Allah' Ketchum |
| Erik King | Moses Deyell |
| Tom Mardirosian | Agamemnon Busmalis |
| Method Man | Carlton 'Tug' Daniels |
| Craig muMs Grant | Poet |
| Pepa | Officer Andrea Phelan |
| Sandra Purpuro | Katherine McClain |
| Lance Reddick | John Basil |
| Kristin Rohde | Officer Claire Howell |
| David Zayas | Enrique Morales |
| Chuck Zito | Chucky Pancamo |
| Master P | Curtis Bennett |
| Dena Atlantic | Floria Mills |
| Jerome Preston Bates | Officer Travis Smith |
| Peter Hans Benson | Reporter |
| Rosalyn Coleman | Abby Basil |
| Douglas Crosby | Officer D'Agnasti |
| Carl DiMaggio | Officer Len Lopresti |
| Sean Dugan | Timmy Kirk |
| M.G. Gong | Jia Kenmin |
| Joshua Harto | Carl Jenkins |
| Peter James Kelsch | Jim Burns |
| Jenna Lamia | Carrie Schillinger |
| Tom Ligon | Alvin Yood |
| Larry Pine | Arnie Zelman |
| Blake Robbins | Officer Dave Brass |
| Christopher G. Robert | Jiffy Karas |
| R.E. Rodgers | James Robson |
| Bert Rotundo | Prisoner |
| Otto Sanchez | Chico Guerra |
| Philip Scozzarella | Officer Joseph Mineo |
| Evan Seinfeld | Jaz Hoyt |
| Tessell Williams | Nurse |
| Frank Bonsangue | Sicilian Crew |
| John Carpenter | Self |
| Craig DiFrancia | Prisoner |
| Gordon Elliott | Self |
| Mick Leroy | Security Officer |
| Peter Maas | Self |
| Seth William Meier | Liam Meaney |
| Christopher Meloni | Chris Keller |