When the squad's rig breaks down in the field, Casey reunites with his old friend and colleague Jason Kannell from Squad 6. Dawson and Brett serve their time in retraining. Severide tries to remedy what is going on with Anna and finds support from unlikely sources. As Connie returns from her family engagement, the crew lays bets on how long her temporary replacement Marcy will last.

Casey goes to drastic measures to help his friend Kannell. Lt. Severide helps an old widow come to terms with letting go, but realizes he may be the one needing help. Otis and Cruz deal with surprises when they find a new roommate to move in. Dawson and Brett get crafty to save a young girl.

Cruz finds himself in a bad spot when an off-duty incident begins to unravel, prompting Mouch to step in and offer help in hopes of avoiding serious consequences from the CFD. Casey goes head to head with a big politician to get his measure for first responders passed. Lt. Severide makes life difficult for newest team member Jason Kannell and Dawson gets an unexpected visit from her father.

A dangerous warehouse fire puts truck and squad at risk. Tensions are high for Dawson and Casey when Dawson's father overstays his welcome at their home. Meanwhile, Casey continues to fight for his first responders bill, Mouch makes a serious decision regarding his future and Herrmann goes to tremendous lengths to make a young boy smile.