Intelligence sets out to find a missing teenaged boy who they believe poses a serious threat to the students at his wealthy school after finding disturbing drawings in his notebook. Meanwhile, Atwater is eager to make a good impression on a prominent African American police Captain and Olinsky and Michelle find themselves in a difficult situation and turn to Ruzek and Burgess for help.

When the decapitated body of a woman found in Lake Michigan is connected to Voight's social circle, Lindsay fears his relationship with the group may hinder his ability to approach the case objectively. Roman is having a hard time coping with recent events and an error in judgment causes him to make a grave mistake.