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- Season 5 overviewSep 26, 2017-May 20, 201822 episodesSeason 5 episodes1. The Big House Pt. 1 Sep 26, 2017
- Jake and Rosa are coping with life behind bars; Amy and Charles try to exonerate their colleagues.
- 2. The Big House Pt. 2 Oct 3, 2017
- The warden asks Jake to investigate Romero's drug smuggling operation; a mobster offers information.
- 3. Kicks Oct 10, 2017
- Jake is back, but is assigned desk duty; Jake finds a loophole that may get him back in the field.
- 4. HalloVeen Oct 17, 2017
- When the precinct embarks on its 5th annual Halloween Heist, relationships are tested.
- 5. Bad Beat Nov 7, 2017
- Jake and Terry must go under cover at an illegal gambling club to catch an infamous arms dealer.
- 6. The Venue Nov 14, 2017
- The "Vulture" returns and threatens to take something away from Jake and Amy.
- 7. Two Turkeys Nov 21, 2017
- Jake and Amy attempt to get their parents to bond during Thanksgiving; Holt's special pie is stolen.
- 8. Return to Skyfire Nov 28, 2017
- Terry, Jake and Rosa go under cover at a fantasy fiction convention to find a manuscript's thief.
- 9. 99 Dec 5, 2017
- The precinct attends a funeral in Los Angeles; Holt must get back to New York for a job interview.
- 10. Game Night Dec 12, 2017
- Rosa begs Jake to help her break some big news to her parents.
- 11. The Favor Dec 12, 2017
- Seamus Murphy returns to redeem a favor from Holt and the precinct looks for a loophole for him.
- 12. Safe House Mar 18, 2018
- Seamus threatens Kevin; Holt devises a plan to hide him in a safe house, using Jake as his guard.
- 13. The Negotiation Mar 25, 2018
- Jake is asked to negotiate a hostage situation; Gina and Amy help with Charles' food truck.
- 14. The Box Apr 1, 2018
- Capt. Holt skips the opera to help Jake with an all-night interrogation.
- 15. The Puzzle Master Apr 8, 2018
- Jake surprises Amy with a case connected to her favorite crossword puzzle author.
- 16. Nutriboom Apr 15, 2018
- Jake and Charles get tied up in a pyramid scheme and must find a way to sever their contracts.
- 17. DFW Apr 15, 2018
- Jake invites his newly discovered half sister to stay with him but soon realizes she's a nightmare.
- 18. Gray Star Mutual Apr 22, 2018
- When a fire destroys Charles' food truck, Pimento shows up to the scene as the insurance agent.
- 19. Bachelorette Party Apr 29, 2018
- Charles plans an elaborate scavenger hunt for Jake's bachelor party, but the day goes awry.
- 20. Show Me Going May 6, 2018
- Rosa responds to an active shooter alert; the rest of the squad is forced to stay back.
- 21. White Whale May 13, 2018
- Rosa and Amy team up to take down a ruthless killer who has managed to elude them for seven years.
- 22. Jake & Amy May 20, 2018
- Jake and Amy's wedding day is threatened; Charles and the whole squad rush to save it.