| No.overall | No. inseason | Title | Directed by | Written by | Original release date | viewers(millions) |
| 61 | 1 | "Staten Island, Part One" | Allen Coulter | David Hollander | October 19, 2018 (2018-10-19) (online)October 28, 2018 (2018-10-28) (Showtime) | 0.81 |
| Ray is pulled from the East River by police officer Sean “Mac” McGrath and taken over the bridge to Staten Island. Once Sam gets him released from custody, he has a drink with Mac and, after helping him in a fight with some firemen, decides to stay on Staten Island. Bunchy loses custody of Maria. Ray discovers that Mac is in trouble so he contacts Sam Winslow, who wants him to help Anita Novak in return for helping Mac. Ray goes to visit Terry at the New York gym and bumps into Bridget and Smitty. Mickey gives himself a nicotine overdose while in prison, causing him to collapse and subsequently be rushed to the hospital. Ray gets a call from Anita Novak, who says she has killed someone. |
| 62 | 2 | "Staten Island, Part Two" | Allen Coulter | David Hollander & Miki Johnson | November 4, 2018 (2018-11-04) | 0.73 |
| Anita Novak has shot and killed the man who hit her and Sam asks Ray to deal with it. Smitty proposes to Bridget who says yes. Bunchy gets a call telling him that Mickey has had a heart attack, he phones the others and tells them that Mickey is dying. Mac tells Ray the truth about what happened the night he jumped so Ray deals with Mac and Anita's problems at the same time. Mickey asks Bunchy to get him out of the hospital, which he does. Sam tells Ray why she needs Anita Novak to be Mayor and tells him that she will pay him $100,000 a week until Anita is elected and then double after that. |
| 63 | 3 | "He Be Tight. He Be Mean." | Tucker Gates | Chad Feehan | November 11, 2018 (2018-11-11) | 0.87 |
| Ray accepts Sam's offer of a job and is now located in New York. Lena follows him from California. Bunchy kidnaps Maria and goes to Long Island with Mickey. Anita is behind in the polls, so Ray has to make sure that she makes a splash at the first mayoral debate. Daryll struggles with his leading man on the set of Mr. Lucky. Terry discovers a fight club in a warehouse in Brooklyn, while Bunchy considers a new identity, with help from old family member Sandy. Daryll is with Jay White when Mickey turns up and kidnaps Jay. |
| 64 | 4 | "Pudge" | Tucker Gates | Sean Conway | November 18, 2018 (2018-11-18) | 0.87 |
| Mickey has kidnapped movie star Jay White and his ransom is $3 million plus 3 passports for him, Bunchy and Maria. Ray contacts Sam for the payoff. An Internal Affairs officer confronts Mac about drugs he had previously booked going missing. Terry steps into the ring for the first time in twenty years and wins. Ray meets to hand over the ransom and Bunchy is the one waiting. Bunchy releases Jay, meanwhile Mickey gets drunk and falls asleep and Sandy steals all the money. Smitty owes $80,000 to a loan shark and tricks Ray into coming to his aid, saying Bridget is in trouble. Ray drags Smitty with him to take care of the debt. |
| 65 | 5 | "Ellis Island" | Robert McLachlan | David Hollander | November 25, 2018 (2018-11-25) | 0.99 |
| Hoping to make up for lost time, Ray plans a day with Conor in New York before he ships out to Germany with the Marines. Mac arrests the loan shark, Chalky, while Bridget tells Ray, returning with Smitty, to stay out of their life. Mickey steals a car and goes on the lam with Bunchy and Maria, hatching a wild plan to recoup their losses. Bunchy asks Terry for a favor. Sam tries to strike a deal with Mayor Feratti, then puts together a fix with Ray to give Anita a bump in popularity, again involving Lena's friend Justine. Ray and Conor get kicked off the set of Mr. Lucky, from which Daryl is also banned. They make plans to go to Ellis Island, but Conor doesn't show up, spending the afternoon instead with Bridget and Smitty. |
| 66 | 6 | "A Girl Named Maria" | Michael Uppendahl | Miki Johnson | December 2, 2018 (2018-12-02) | 1.05 |
| A masked intruder threatens Sam at gunpoint, warning her to withdraw Anita as candidate for mayor. Ray confronts Mayor Feratti, while Mac is pursued by Internal Affairs on his connection to Ray and the mayoralty race. Ray discovers it was a cop who broke into Sam's house, but Mac warns him to back off and leave New York. On the lam as priests, Mickey and Bunchy botch the Hampton Jitney robbery, and instead knock off a check cashing outlet. Bridget steps in to take care of her baby cousin, as Terry can’t stay away from his chance to fight again. Bunchy returns, but Teresa takes Maria. The NYPD pull Ray over and arrest him. |
| 67 | 7 | "The 1-3-2" | Zetna Fuentes | Chad Feehan | December 9, 2018 (2018-12-09) | 1.01 |
| NYPD officers take Ray to the basement of precinct 132 for interrogation. Internal Affairs officer Emerson threatens to arrest Mac if he doesn't help expose the police plot behind Mayor Feratti's campaign, and eventually approaches Ray directly. After Mac gets him released, Ray forces Justine to go on a news program and expose the fake Central Park rape attack, to which Novak had come to the rescue. Terry tries to talk Bunchy out of turning himself in. On a road trip to Boston with Daryll, they visit the graves of their mother and sister, and by the end of the day spot Sandy on a street in their old neighbourhood. Mickey, on the run, considers the great white north, first going incognito for a quick stopover back in New York. Having solved his problems, at least temporarily, Ray gets drunk and passes out, awaking to find an intruder in his living room. |
| 68 | 8 | "Who Once Was Dead" | Tarik Saleh | Sean Conway | December 16, 2018 (2018-12-16) | 1.05 |
| Sam's new henchman tells Ray to return her money and leave New York, but Emerson demands Ray's continued involvement to implicate Mayor Feratti in corruption. Ray tracks down Sam and reassures her that he'll repay her, and will take down Feratti so her prison land development can proceed. In a TV interview, Novak denies orchestrating the Central Park attack then Ray finds Justine hanging in her shower. Bunchy and Daryll recover the ransom money from Sandy and return to New York, a contrite Sandy in tow, to find Mickey waiting for them. Ray catches up with Bunchy and takes back the money, dashing Bunchy's hopes of reuniting with Teresa and Maria. Bridget loses her internship on the Novak campaign, and tells Ray she wants him out of her life. Ray collapses on the street in Times Square, and after an altercation with police wakes up in restraints in a psychiatric hospital. Meanwhile, Terry's latest underground fight worsens his Parkinson's. |
| 69 | 9 | "Dream On" | Denise Di Novi | David Hollander & Karl Taro Greenfeld | December 23, 2018 (2018-12-23) | 0.93 |
| Bridget visits Ray in the hospital and he asks her to reach out to Mac to get him released. Learning some hard truths about her father from Lena, Bridget decides to stay in the city and help him. Ray goes to see Mayor Feratti, who is spooked by the IA investigation, and wants to shut down the prison kickback scam. Bunchy stands in for the ailing Terry in his next fight, while Daryll and Sandy consider a recording business. Returning wearing a wire from Emerson, Ray offers to serve up a corrupt judge as the IA informant, in exchange for Feratti's help in ending the FBI hunt for Bunchy. Feratti asks Ray to kill the judge. Mac and the corrupt cops kidnap Emerson and attack Ray, knowing he recorded the mayor ordering a hit on the judge. Mickey waits with a gun in Ray's apartment. |
| 70 | 10 | "Baby" | John Dahl | Miki Johnson | December 30, 2018 (2018-12-30) | 0.95 |
| Ray jumps out a window and escapes his police captors. He meets Sam and gives her the recording of Mayor Feratti ordering a hit on the judge. Back in his apartment, Ray informs Mickey that he gave back the $3 million. Mac and the other crooked cops kidnap Bridget to force Ray's cooperation. Ray tries to retrieve the Feratti recording, but with the election approaching, Sam keeps a copy to release to the media and ensure Novak's win. Bunchy dreams of a new life, but gets picked up by the FBI. Ray uses Mickey, Daryll and Smitty to snatch one of the cops and coerce Bridget's location. They enter the house, and Mickey shoots a cop, but Bridget and Mac are gone. |
| 71 | 11 | "Never Gonna Give You Up" | Joshua Marston | Sean Conway & Chad Feehan | January 6, 2019 (2019-01-06) | 1.04 |
| Ray, Mickey and Daryll cross paths with the corrupt cops who are also looking for Bridget, and Ray shoots one of them. Ray tries to contact Mayor Feratti, who orders Mac to bring Ray in. Instead, Mac meets up with Ray and leads him to the motel where Bridget is held captive. Ray releases her, while Mac kills himself in his car. Sandy and Smitty watch over a blindfolded cop, while Mickey and Daryll deal with bodies. Feratti reassures Judge Scholl that he'll win the election, make their scandal go away, and get revenge on Sam Winslow. Meanwhile, getting no answers from Bunchy, an FBI agent brings in Terry who tells Bunchy to give up Mickey in order to save himself. Bridget confronts Ray about his suicide attempt, and begs him to get help. |
| 72 | 12 | "The Dead" | David Hollander | David Hollander | January 13, 2019 (2019-01-13) | 1.21 |
| Mickey, Daryll and Sandy work to clean up the mess, cutting up bodies and digging a hole in the back yard. Smitty ponders his role in the Donovan family. Despite having seen Bridget wielding a chainsaw, he takes her to the courthouse to get married, with Terry serving as witness. Ray asks Mickey why he left their mother to die alone, and questions his brothers on Mickey's failure as a father. Feratti goes on TV claiming he was set up by Samantha Winslow. Anita Novak concedes the mayoral race. Ray goes to see Sam, who apologizes for putting Bridget in harm's way. Ray meets Feratti, who offers a truce, then picks up Bunchy to bring him home, where Mickey realizes the likely price of Bunchy's freedom. Lena finishes cleaning up after Ray, killing Sam and her henchman Vinny, and getting revenge for Justine's murder. Ray books an appointment with Dr. Amiot, the psychiatrist who treated him during his hospital stay. |