| 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 |
| Robert John Burke | Special Agent Pierce Taylor |
| Reg E. Cathey | Martin Querns |
| Rick Fox | Jackson Vahue |
| Zeljko Ivanek | Governor James Devlin |
| Christopher Meloni | Chris Keller |
| George Morfogen | Bob Rebadow |
| 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 |
| Brian Bloom | Ronald 'Ronnie' Barlog |
| Anthony Chisholm | Burr Redding |
| Robert Clohessy | Officer Sean Murphy |
| Seth Gilliam | Clayton Hughes |
| Lord Jamar | Kevin 'Supreme Allah' Ketchum |
| Erik King | Moses Deyell |
| Craig muMs Grant | Poet |
| Tom Mardirosian | Agamemnon Busmalis |
| Lance Reddick | John Basil |
| Kristin Rohde | Officer Claire Howell |
| Jacques C. Smith | Leroy Tidd |
| David Zayas | Enrique Morales |
| Dena Atlantic | Floria Mills |
| Jerome Preston Bates | Officer Travis Smith |
| Timothy L. Brown | Officer Jason Armstrong |
| Stephen S. Chen | Pinghao |
| Carl DiMaggio | Officer Len Lopresti |
| Sean Dugan | Timmy Kirk |
| Cyrus Farmer | Officer Adrian Johnson |
| Barry Shabaka Henley | Lieutenant Schmand |
| Jinn S. Kim | Gongjin |
| Jenna Lamia | Carrie Schillinger |
| Tom Ligon | Alvin Yood |
| Jon M. McDonnell | Prison Guard |
| Harry O'Reilly | Bruno Gergen |
| R.E. Rodgers | James Robson |
| Michelle Schumacher | Norma Clark |
| Philip Scozzarella | Officer Joseph Mineo |
| Evan Seinfeld | Jaz Hoyt |
| Chuck Zito | Chucky Pancamo |
| Frank Bonsangue | Sicilian Crew |
| Jeff Buckner | Inmate |
| John Carpenter | Self |
| Didi Conn | Self |
| Gordon Elliott | Self |
| Chazz Menendez | Fred Wick |
| Elaine Tse | Gou Liu Xio |