Reese, Shaw and Fusco must protect an unassuming office worker who stumbles into a dangerous conspiracy while moonlighting as fake detective. Meanwhile, Finch travels to Hong Kong as part of his academic cover identity.
When a prominent Alderman known for his urban revitalization efforts is killed, Intelligence looks into the corruption haunting his neighborhood. Meanwhile Olinsky (Elias Koteas) feels pressure after receiving an ultimatum from Woods (guest star Mykelti Williamson)
After Kevin and Vanessa witness Kyle's success using a dating app that requires a close friend to choose one's perfect match, they agree to be each other's wingman and try their hand at matchmaking.
In the 100th episode, Hank works a shift in the ER for the first time in years. Jill makes a surprise visit to the Hamptons. Jeremiah bonds with a patient he secretly admires, and Divya worries for a patient.