Guest Stars Suzzanne Douglas as Grace Cuffee Len Cariou as DA Robert Morgenthau William Sadler as Detective Michael Sheehan Omar J. Dorsey as Elombre Brath Adepero Oduye as Nomsa Brath Alexandra Templer as Trisha Meili Aurora Perrineau as Tanya Blair Underwood as Bobby Burns Dascha Polanco as Elena Famke Janssen as Nancy Ryan Joshua Jackson as Mickey Joseph Christopher Jackson as Peter Rivera Storm Reid as Lisa Gary Perez as Manuel Santana Chukwudi Iwuji as Colin Moore Maliq Johnson as Terence Elijah Richardson as Al Morris Isaiah Negrón as Mike Edward Carnevale as Court Clerk Tyler Dean Flores as Eddie Logan Marshall-Green as Roberts Berto Colon as Simon (Guard) Isis King as Marci Wise Reece Noi as Matias Reyes Kevyn Morrow as Warren Samantha Steinmetz as Parole Board Woman T.L. Flint as Mel Aaron Morton as Chow Guy Michael Andreaus as Singing Inmate Dexter McKinney as Porter Theo Rubinstein as Angry Inmate #4 Darik Bernard as Friendly Inmate Ilaysah Shabazz as Woman in Gallery Jeff Williams as Chaplain Antino Crowley-Kamenwati as Dejuan John Daniel as Angry Inmate #3 Gi'Onna Kamille as Cashier Ryan Jonze as Redneck Inmate #1 Khalil Middleton as Lonnie Jasmin Walker as Nurse (Rikers) Derrick Simmons as Visiting Room Guard Paul Bonar as Inmate #2 Elizabeth Rich as Woman Guard Robbie Tann as Redneck Inmate #2 Rosalind Brown as Geriatric Nurse Peter Rini as Peter Casolaro Michael Devine as Guard (Auburn) Bryan Terrell Clark as Starks (Guard) John Lavelle as Doctor