October 16, 1864. Corcoran and O'Brien are charged with solving a peculiar double murder. As the detectives weigh the evidence, affairs and deception come together in a surprising case of revenge gone wrong. Five Points gathers to watch the exhibition fight between Jasper Longfield and "Irish" Jake McGinnis. But as the boxing match continues, it becomes apparent that there is more riding on this fight than meets the eye. As racial tensions flare in the final moments, Robert Morehouse is forced to make a decision that will affect the security of Five Points and New York City at large. Rebellious Annie continues to terrorize an impatient Elizabeth. Desperate to reform the wayward child, Elizabeth feels she has only one option.

November 8, 1864. On Election Day in New York City another murder hits close to home for the detectives of the Sixth Precinct. With tensions running high, Maguire takes the law into his own hands, forcing Corcoran to make a difficult decision. In Carmansville, Doctor Matthew Freeman struggles to maintain his medical practice while caring for his reclusive wife Sara. Uptown, Robert Morehouse's newest affiliates prove a more formidable group than he initially anticipated. Joining them on a journey to receive their latest investment, Morehouse is faced with a series of decisions that could have long-reaching repercussions for the family name and others in New York City.