Chase Penny

Chief Boden (Eamonn Walker) finds himself in the middle of a fiasco concerning a female neighbor (guest star Ilfenesh Hadera), who he believes is setting him up. Severide (Taylor Kinney), who is still on probation from his altercation with Captain Patterson (guest star Brian While), receives a surprise visit from his father (guest star Treat Williams) and discovers some interesting information on Patterson that could be a game changer. Meanwhile, romance blossoms at the Chicago Fire Department gala.

The wealthy granddaughter of the founder of Hearst College mysteriously disappears and Keith is hired by Dean O'Dell to investigate the disappearance.

Nate and Brenda find comfort thanks to Rabbi Ari's advice. Ruth's need to control the lives of Nikolai and Claire leads her to a surprising self-assessment. Federico's suspicions about an elderly woman's 'natural' death lead him to place Vanessa under scrutiny. A disgruntled former client files a lawsuit against Fisher & Sons.

With graduation approaching, Rory happily anticipates attending the Stars Hollow High School prom with Jess--but he gets some surprising news from Principal Merten (LAWRENCE HILTON-JACOBS - "Welcome Back, Kotter"). After Lane's rock band debuts at a big party, the evening ends badly when the longstanding animosity between Jess and Dean finally results in a fistfight. Meanwhile, Lorelai reluctantly serves on the parents' committee for the Chilton graduation party, uncomfortably reuniting her with her former boyfriend, Max Medina (recurring guest star SCOTT COHEN).

A smitten professor Oglevee enlists the help of R&B singer Brian McKnight to serenade Nikki; Kim baby-sits T's boisterous cousin.