Ski Carr

Alan offends Charlie by choosing their crazy cousins as Jake's guardians if he and Judith were to die. Later, Alan does some errands and leaves Jake with Charlie, who's still sulking over Alan's will. As the two play basketball, Jake falls, hitting his head. Charlie rushes him to the emergency room and finds that his charm with women doesn't work with the admitting nurse. Charlie knows the stakes are high, as he must prove to Alan that he can be a responsible guardian.

When a well-regarded, newly retired NYPD lieutenant is accused of shooting a group of potential muggers on the subway and then disappears, Frank must deal with the fallout.

Upton is unwittingly drawn into a deadly betrayal and finds herself in a fight for her life. With minimal leads, Voight and the team scramble to find her before it's too late.

Herrmann (David Eigenberg) goes to court to testify against Freddie (guest star Ralph Rodriguez), but when the perpetrator's father (guest star Ski Carr) reaches out to beg forgiveness for his son's malicious attack, a tormented Herrmann is left to figure out what to do. Following the aftermath of the recent tornado, Lt. Casey (Jesse Spencer) learns the makeshift shelter housing victims is on the brink of shutting down. At the request of Alderman Colin Becks (guest star Armand Schultz), Casey attends a fundraiser and is thrown into the spotlight, only to quickly discover that his good intentions might not have the impact he was hoping for. Dawson (Monica Raymund) and Brett (Kara Killmer) feel the repercussions after telling Boden (Eamonn Walker) about Chili's (Dora Madison) recent erratic behavior. Meanwhile, Severide (Taylor Kinney) helps Agent Alex Ward (guest star Liza Bennett) solve a homemade explosives case, and Otis (Yuri Sardarov) receives a welcome surprise.

Adam, Blake and Ders decide to attend a Narcotics Anonymous meeting.