Nucky makes a resolution; Margaret considers a hospital expansion; Gillian builds a new business; Van Alden stumbles onto a confrontation.

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.

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.

After tracking down a liquor thief, Nucky and Owen spend a long night hiding out from the fedswith the precocious perp. In his boss’ absence, and with Rothstein fuming over a late delivery, Mickey overrules Eli to make a routing call that will have far-reaching consequences for Nucky and Gyp. Margaret encounters a familiar face while promoting Dr. Mason’s classes at the new women’s clinic at St. Theresa’s. In New York, Lucky haggles with Joe Masseria over heroin splits, while in Chicago, Capone’s feud with O’Banion heats up when one of his collectors gets roughed up on the South Side.

Rothstein vents to Nucky and delivers a message to Gyp. Gaston Means sees an opportunity. Billie gets a new co-start. Van Alden and Sigrid receive an unexpected visitor. Gillian worries about her business.

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.

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

Gillian makes her peace with Jimmy's death; Van Alden attends a meeting with Capone and Torrio; Nucky makes an offer to Andrew Mellon; Margaret makes a stand on birth control; Nucky and Owen shop for a pony; Billie considers a future in film.

Nucky vows to eliminate his nemesis. A high-profile bootlegger is arrested. Emily's birthday party is scaled down. Gillian blames Harrow for Tommy's trouble. Gyp decides to buy a town's silence.

Nucky tries to keep Jess Smith quiet and neutralize Gyp's alliance with Joe Masseria; Margaret considers an alternate future; Van Alden's side business backfires; Gyp's shipment is short; Chalky sees an opportunity.

Gyp makes his move in Atlantic City, forcing Nucky and Eddie to seek refuge with Chalky. With the Artemis Club overrun by Rosetti thugs, Gillian contemplates a business future that includes an unwelcome partner. Luciano makes a deal he’ll come to regret. Harrow loses his house privileges.

Nucky makes a deal with Rothstein as his war with Gyp Rosetti reaches its climax. Season finale.

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.

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.

Nucky has reservations about investing in a Tampa land deal engineered by transplanted bootlegger Bill McCoy. While there, he meets speakeasy owner Sally Wheet. Valentin Narcisse books a sexy jazz singer, Daughter Maitland, to perform at the Onyx, and gauges Dunn Purnsley’s allegiance to Chalky. Willie, Eli’s son, turns to Mickey Doyle and his bootleg warehouse to elevate his social standing at college. Gillian agrees to pose as Roy Phillips’ wife to impress a possible partner. Harrow tries to bury his past, though not before taking care of some unfinished business with Emma.

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 heads to Philadelphia; Agent Knox detains Eddie Kessler to obtain information about Nucky's organization; Gillian tries to score a fix; Van Alden is recruited by the Capones.

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’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.

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.

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 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.

Eli braces for the worst as Agent Knox launches his plan to bring Nucky down. Capone and Torrio reach an agreement in Cicero. Chalky looks to settle scores. Richard steps forward to save Tommy, at Gillian’s expense