September 21, 1864. Corcoran receives a lead about the loss of his family. Annie Reilly’s pursuers become brutally violent in their search for the child. Robert Morehouse strives to please his father, Norbert, who wishes to purchase the entire Five Points.

September 26, 1864. Racial tensions in Five Points run high when a black pastor is suspected of killing an Irishman, and the Morehouse family attempts to capitalize on the situation. The search for Corcoran’s missing wife unexpectedly lands in the hands of Eva Heissen.

October 2, 1864. Corcoran uncovers new clues about his daughter’s death and his wife's disappearance which lead to a tragic personal link to a current murder investigation. Doctor Freeman faces his own challenges as his ex-boxer uncle Marcus uses his friends to execute his planned return to the ring.

October 11, 1864. Detectives Maguire and O’Brien uncover a gang’s scheme to rob some of the wealthiest families in New York City. Corcoran, once informed, must ensure the safety of patrons at an upscale fundraiser without intruding upon Norbert Morehouse and Elizabeth Haverford. As the police prepare for the gala, Maguire reveals a startling, life-changing decision, surprising O’Brien and Corcoran. Meanwhile, Marcus Freeman prepares Jasper Longfield for his exhibition fight against "Irish" Jake McGinnis. As the former boxer trains his new protégé, it becomes apparent to Doctor Matthew Freeman that Marcus has his own interests at heart.

October 16, 1864. Corcoran and O’Brien investigate a peculiar double murder. Five Points gathers to watch the exhibition fight between Jasper Longfield and “Irish” Jake McGinnis. Rebellious Annie continues to terrorize an impatient Elizabeth.

October 18, 1864. Corcoran re-evaluates his decisions about Annie. A group of high society out-of-towners offers Robert Morehouse a unique business opportunity. O’Brien’s wife demands that her husband verifies a rumor that New York City is in danger.

November 8, 1864. An Election Day murder hits close to home. Doctor Freeman struggles to maintain his practice while caring for his reclusive wife. Robert Morehouse’s newest affiliates prove more formidable than he anticipated.

November 24, 1864. The fallout of recent murders and a shocking discovery leaves Corcoran shaken. Morehouse's latest business entanglement takes a dire turn.

November 25, 1864. Corcoran races to keep his life and New York City intact. Doctor Freeman's wife takes her well-being into her own hands. Morehouse discovers the nature of his father’s involvement with his new business associates.