Special Guest Stars Jason Beghe as Sergeant Hank Voight Taylor Kinney as Lieutenant Kelly Severide Bradley Whitford as Defense Attorney Albert Forest Elias Koteas as Detective Alvin Olinsky Guest Stars Tim Kazurinsky as Judge Emerson Tovah Feldshuh as Judge Danielle Melnick Peter Coventry Smith as Dylan Oates Julie Lauren as Mrs. Oates Teal Wicks as Joan Perry Matt Mueller as Todd Anders Co Starring Grace Ransom as Chloe Phillips Cynthia Abernathy as Gallery Member #1 Jazlyn Yoder as Tamra Collins Anne-Stark Gallagher as Mrs. Collins Thom McCloud as James Oates Ari Khatib as Reporter #1 Nick Freed as Reporter #2 Matthew Quentin Fahey as Gallery Member #2 Katie Caussin as Court Clerk