| 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 |
| Rick Fox | Jackson Vahue |
| Christopher Meloni | Chris Keller |
| George Morfogen | Bob Rebadow |
| Luke Perry | Reverend Jeremiah Cloutier |
| Luna Lauren Velez | Dr. Gloria Nathan |
| Scott William Winters | Cyril O'Reily |
| BD Wong | Father Ray Mukada |
| 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 |
| Tom Mardirosian | Agamemnon Busmalis |
| Method Man | Carlton 'Tug' Daniels |
| Craig muMs Grant | Poet |
| Lance Reddick | John Basil |
| Kristin Rohde | Officer Claire Howell |
| Jacques C. Smith | Leroy Tidd |
| David Zayas | Enrique Morales |
| Chuck Zito | Chucky Pancamo |
| Edward Herrmann | Harrison Beecher |
| Peter Hans Benson | Reporter |
| Timothy L. Brown | Officer Jason Armstrong |
| Carl DiMaggio | Officer Len Lopresti |
| Sean Dugan | Timmy Kirk |
| M.G. Gong | Jia Kenmin |
| Jose Hernandez Jr. | Jorge Vasquez |
| Jinn S. Kim | Gongjin |
| Tom Ligon | Alvin Yood |
| Chazz Menendez | Fred Wick |
| Stephanie Pope | Det. Nancy Mears |
| R.E. Rodgers | James Robson |
| Michelle Schumacher | Norma Clark |
| Evan Seinfeld | Jaz Hoyt |
| Elaine Tse | Gou Liu Xio |
| Whitney Allen | Self |
| Jayce Bartok | Angus Beecher |
| Frank Bonsangue | Sicilian Crew |
| John Carpenter | Self |
| Gordon Elliott | Self |
| Mick Leroy | Security Officer |
| Kinya Shakur | Clarissa |