Nucky takes inventory after being warned of a skunk in his cellar. On the lam following a close call, Chalky and Daughter take refuge outside Wilmington with Oscar Boneau, his mentor from years ago. Gillian considers selling her mansion and starting a new life with Roy Phillips.

Nucky refuses to back Chalky in a conflict; Gillian makes her custody case in court; Van Alden stands up to Capone and comes clean to O'Banion; Rothstein tries to make a trade.

Chalky heads in a new direction; Margaret finds herself in a quandary; Nucky hosts a prospective partner from Boston; Luciano and Siegel meet with Narcisse in Harlem; in 1884, young Nucky flirts with a girl.

Nucky heads to Tampa to work out details of his land deal with Bill McCoy; Richard Harrow returns to Atlantic City; Agent Knox tries to gain Eli's trust; Chalky takes out his frustrations on Daughter Maitland.

Eli confronts Nucky after Willie makes an unpopular decision. Margaret has a surprise encounter at her job on Wall Street. Joe Masseria orders Lucky Luciano to return to Tampa and deal with Vincenzo Petrucelli. Gillian goes cold turkey, with Roy Phillips’ help. Still seething over his brother’s death, Al Capone tries to get Johnny Torrio to turn on rival gangster Dean O’Banion. As Chalky White and Daughter Maitland’s relationship deepens, Valentin Narcisse exerts his control over Dunn Purnsley and the Northside.

Nucky pays a visit to Johnny Torrio; Eli and Van Alden must recoup money lost during a federal raid by Eliot Ness; Willie has a job interview; in 1884, young Nucky deals with the death of his sister.

Chalky returns to Atlantic City; Nucky arranges a meeting with Maranzano; Eli reunites with June.

Nucky and Margaret find common ground in Atlantic City; Luciano encounters an old adversary; Sally Wheet makes a payment in Cuba; in 1884, young Nucky moves up the Commodore's ladder.

Nucky tries to hold onto his assets in Atlantic City; Willie and Eli become involved in Nucky's war.

Nucky is detained in Washington; Margaret copes with Teddy's demons; Owen investigates a suspicious fire; Richard makes a connection with a veteran and his daughter.

Federal agents enlist the help of Eli and Van Alden to take down the Capone organization.

Following his battle with Gyp Rosetti, Nucky makes a peace offering to Joe Masseria while working the odds with Arnold Rothstein. While Chalky is busy running the Onyx Club on the Boardwalk, the impulsive Dunn Purnsley clashes with a booking agent. Fresh-faced Federal Agent Warren Knox arrives in Atlantic City to learn the ropes from Agent Sawicki. Gillian seeks custody of her grandson, Tommy, while trying to find a “good” man to keep the Artemis Club afloat. Eli’s college-age son, Willie, turns to Nucky for career advice. Al Capone enlists his brothers, Frank and Ralph, to help him expand his business in the Chicago suburb of Cicero. Richard Harrow returns to his violent ways.

Nucky enlists Eli and Agent Knox to check the cargo in the Florida shipments; Margaret considers making a deal with Rothstein; Capone grows suspicious of Torrio; Nucky faces a dilemma.

Nucky deals with the fallout from Jimmy's rogue heist, sending Eli to sow the seeds of doubt in the mind of Margaret, who seeks help in the wake of her husband's demise.

Nucky gets to know Arnold Rothstein over a card game, and sizes up an unexpected partner for his Tampa land deal. A newly promoted Eddie Kessler gets detoured after making a train-station delivery. When one of their collectors is incapacitated, Al and Frank Capone decide to finish his route, enlisting a reluctant Van Alden to tag along. Agent Knox fills Hoover in on the Thompson operation, vowing to exploit Nucky's weakest link. Chalky is intrigued by Daughter Maitland’s presence. Dunn Purnsley goes to Harlem, and is courted by Valentin Narcisse. Willie and his college roommate, Clayton, carry a practical joke too far.

Nucky’s shipment from Florida arrives with some unexpected cargo. Eli is backed into a corner after Agent Knox uncovers some new dirt on the Thompsons. After talking things over with Nucky, Willie reconsiders his recent life choices. Chalky throws down the gauntlet toward Valentin Narcisse, upholding his leadership on the Northside.

Mixing business with pleasure in New York, Nucky bristles at the collection tactics of Gaston Means, a “special investigator” with ties to Attorney General Harry Daugherty. At St. Theresa’s, Margaret is troubled when her altruism is met with resistance by both a patient and an idealistic doctor. Gyp extends his stopover in Tabor Heights, a town halfway between Atlantic City and New York, with an eye towards establishing a strategic foothold. Chalky and his daughter Maybelle (Christina Jackson) fail to agree on her future with Samuel (Ty Michael Robinson); Eli gets a new boss and faces new realities at home; a major liquor shipment takes an unexpected detour.

Now working as a “delivery man” for Dean O’Banion, Van Alden is ordered to keep tabs on Al Capone, joining the ascendant mobster to help keep Cicero voters “informed” at a political rally. Dr. Valentin Narcisse arrives in Atlantic City, clashing with Chalky and Nucky over the loss of an employee. In Washington, Agent Knox aligns himself with J. Edgar Hoover, acting director of the Bureau of Investigation. Harrow fails to finish a job in Milwaukee, while Eddie demands a promotion after 11 years of service. With a business opportunity on the horizon, Nucky departs for Florida.

An unlikely witness to the woods massacre threatens to expose the perpetrators, sending both Eli and Van Alden rushing to the hospital. Margaret starts a new job at an upscale French dress shop at the Ritz, while Chalky's team pays a heavy price for taking over Mickey Doyle's bootleg operation.

Nucky visits Chicago for the Republican National Convention, where he finds himself intrigued by the candidacy of Warren G. Harding over more established candidates. The D'Alessio gang moves in on Nucky's territory at the expense of Eli, who has been watching over his brother's affairs. Margaret finds herself entangled in Nucky's business affairs, while Van Alden struggles with his wife's desire for a child. Rothstein prepares for legal trouble over his role in fixing the 1919 World Series. Nucky asks Jimmy to return to Atlantic City to reinforce his position.

Nucky tries to set up a risky liquor delivery to Philadelphia. Later, Attorney General Daugherty sees a problem that might complicate Nucky's case. Jimmy finds a new mentor in Leander Whitlock who is the Commodore's lawyer. Margaret finally goes to confessional. Lucy continues to struggle with loneliness while Van Alden tries to settle his conscience.

Eli hopes to get back in Nucky's good graces; Gillian tries to improve her future; Gyp asks for a blessing in New York.

In Chicago, Jimmy bonds with one of Johnny Torrio's prostitutes, Pearl, and finds himself increasingly at odds with the hot-headed Al Capone. Back in Atlantic City, Nucky looks to leverage his political relationships with ambitious U.S. Senator Walter Edge and Jersey City Mayor Frank Hague, while Eli and Chalky go to extremes to interrogate a local KKK leader.

During Mayor Bader's birthday party, Nucky's attorney comes up with a solution that might help Nucky in his election-rigging case. With a liquor surplus likely, Jimmy and Mickey travel to Philadelphia to search for buyers while Nucky makes a surprising deal to try and get alcohol into Atlantic City. Eli is concerned over the Commodore's ability to lead. Margaret decides to give her staff bonuses. Chalky is cornered while at work and home. Owen takes his munitions expertise and uses it. Van Alden's agents set their eyes on Mickey's warehouse. Richard lets his guard down in the name of art. And Gillian thinks of the first time she was ever with the Commodore.

Disturbed by a recent nightmare and Billie’s absence, Nucky reluctantly joins Margaret to receive a high honor from the Church. Meanwhile, Gyp makes a deal with Nucky for a onetime liquor shipment, though the mobster’s longtime intentions remain very much up in the air. Van Alden regrets trying to socialize with his co-workers; Margaret takes her women’s-clinic pitch to a higher authority; Lucky and Meyer (Anatol Yusef) protect their investments; Richard sets the record straight with Mickey, and with Nucky.