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Every episode of Brooklyn Nine-Nine Halloween Heist, ranked from worst to best

Every episode of Brooklyn Nine-Nine Halloween Heist, ranked from worst to best

When it comes to the perfect combination of laughs, crime and holiday action, no one does it better than a half-hour sitcom, Brooklyn Nine-Nine. The Halloween Heist tradition was the highlight of the show. The tradition that started as a simple episode, airing the first Halloween-themed episode in season 1 has surprisingly become a fantastic trend and has been repeated every season due to the immense love from its fans. It all started with a simple bet between Andy Samberg’s Detective Jake Peralta and Andre Braugher’s Captain Raymond Holt.

A still from Brooklyn Nine-Nine
A still from Brooklyn Nine-Nine

Whether you’re Team Jake, Team Holt, or secretly rooting for Gina’s mayhem, every episode of Brooklyn Nine-Nine’s Halloween Heist is filled with ridiculous schemes, surprise betrayals, and clever twists, bringing out the best in our beloved team. So which Halloween showdown episode of Brooklyn Nine-Nine reigns supreme? Let’s rank all the heist episodes from sneaky good to criminally epic.

Halloween III (Season 3, Episode 5)

In season 3, episode 5 of Brooklyn Nine-Ninethe heist game gets personal and the stakes are higher than ever. of Andy Samberg Jake and Holt faced the most intense battle, tied 1-1, for the title of Ultimate Detective/Genius. Like every other Halloween Heist episode, this episode also reached maximum ridiculousness. However, the real surprise came when Amy was shunned by both her boyfriend and her mentor.

Clearly, being shut out didn’t sit well with Amy as it became a mind of her own. The final twist came when Amy stepped into the spotlight, showing that she had more than earned her place in the detective/genius game. Amy’s clever scheming and eventual victory over both Jake and Hold was a standout moment of the episode, however, her reveal as the mastermind was pretty predictable. After all, if anyone deserves the title, it’s Amy Santiago!

Valloweaster (Season 7, Episode 11)

The Brooklyn Nine-Nine Season 7 episode Halloween Heist faced a challenge after the season’s late start. But the writers knew how to work things out and came up with a clever solution. Instead of providing a celebration, the theft spiraled out of control and stretched from Halloween to Easter, Thanksgiving, and finally to Valentine’s Day. In the end, it turned out to be a glorious wild ride.

In Valloweaster, the theft was a piece of Thanos’ Infinity Gauntlet, which blended perfectly with the times. This episode epically hit all the classic Halloween Heist notes, even bringing back Charles’ body in one of its many clever callbacks. However, with only Rosa and Charles left without a steal win, Rosa’s win didn’t come as the biggest surprise. That said, the absurdity of the episode and the long montage made it one of the most memorable heists to date.

Halloween IV (Season 4, Episode 5)

In Season 4, Episode 5 of Brooklyn Nine-Nine, titled Halloween IV, the stakes were once again high as Jake, of Andre Braugher Holt and Amy prepared for another round of the Ultimate Detective/Genius game. After Amy won big in the third heist, the three picked teams in the fourth heist, where Jake somehow ended up with classic Gina, who skated into a wall and lost her two front teeth. But that was just the beginning of all the craziness that followed in this episode.

When Gina was eliminated, the others tried all sorts of tricks to win, including body doubles and of course Holt’s adorable dog Cheddar. Gina surprisingly returns, revealing that she’s been pulling the strings all along. In the end, she crowned herself the Ultimate Human/Genius, proving that the game is not about being the best detective, anyone with enough cunning can steal the deal.

Cinco De Mayo (Season 6, Episode 16)

Andre Braugher and Andy Samberg in a still from Brooklyn Nine-Nine
Andre Braugher and Andy Samberg in a still from Brooklyn Nine-Nine

After six rounds of Halloween Heist residencies, Brooklyn Nine-Nine had to shake things up to continue bringing ridiculous laughs to their audience. While the six heists saw non-detective winners, surprise twists and even a marriage proposal, the show stepped in with a bold move and the heist received a festive makeover after being interrupted by several emergencies, hence the title Cinco by Mayo.

Terry, who declared that “Fetuses are stupid”, was under extra pressure this time around with the lieutenant’s exam looming over his head. Of course, he acted like he didn’t want to participate in the “stupid” shenanigans, but in another stunning reveal, Terry turned out to be the mastermind behind all the strings, just like Gina. His plan involved using Holt’s precious Cheddar and cleverly pitting the team members against each other. While it was an impressive move, Terry’s unexpected win made this steal more memorable.

Halloween II (Season 2, Episode 4)

It was still new and fresh for viewers to expect something special from the second Halloween Heist episode. While the beloved characters were still forming relationships, considering it was only the second season of Brooklyn Nine-Nine, things turned around pretty well in this heist.

This episode delved into Jake and Holt’s battle, showing how much it meant to both of them. When the rest of the team wasn’t competing for the win, they were still a crucial part of the steal. As in previous heists, Jake asked for their help with his big plan, however, this time he didn’t see the betrayal. Surprisingly, the detectives teamed up with Holt, a perfect twist to watch Jake outwit both Holt and his own team. The heist was made more memorable when Holt went all-in on the heist, giving viewers an epic Jake vs. Holt.

Halloween (Season 1, Episode 6)

The first Halloween Heist episode, where it all started and helped Brooklyn Nine-Nine find its groove, was a game changer. This episode was the premise of Jake and Holt’s bet that continued until the end. The plan was simple, Jake made a bet that he could steal Captain Holt’s prized Medal of Valor without him realizing it, and from there the chaos and endless laughter began.

Jake-Peralta-Captain-Holt- Brooklyn Nine-Nine

While several of Jake’s attempts to win seemed laughable at first, leading Holt to question his intelligence, in classic Jake fashion, all the moves were part of the bigger plan. With the help of the entire precinct, Jake was able to exchange the medal, proving that he could outdo Holt. This episode was the brains behind all the other Halloween heist episodes and set the tone for Jake and Holt’s antics.

The Last Day (Season 8, Episodes 9-10)

The final episode of Halloween Heist is expected to bring back the moments that made it special, and Brooklyn Nine-Nine couldn’t have ended on a better note than this previous heist. In the final round, with all the Nine-Nine signature elements, the two-part episode featured the most shocking twist of all. Hitchcock, the most unlikely competitor, became the winner without any master plan. Instead, it stumbled into a victory of sorts, wrapping up a heartfelt farewell to Jake and Holt’s epic heist saga.

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A Still from Brooklyn Nine-Nine Season 8 Episode 10 (Credits- Netflix)

But wait, there’s more. Brooklyn Nine-Nine couldn’t end without a happy ending. A year later, the team reunited to continue the heist tradition, bringing nostalgia and laughs to give the show the fitting ending it deserved.

HalloVeen (Season 5, Episode 4)

This is by far the most memorable Halloween Heist episode of Brooklyn Nine-Nine and holds a special place in fans’ hearts. Obviously, the episode is full of the usual plot twists and chaotic moments, what makes it unique is that it’s one of the most emotional episodes in Brooklyn Nine-Nine history.

Jake and Amy in Brooklyn Nine-Nine Season 5
Jake and Amy in Brooklyn Nine-Nine Season 5 (credits- Netflix)

While fans expected a typical heist with Amy claiming victory, the surprising element is revealed when Jake pulls off the ultimate twist, not just in the game, but in their relationship as well. He used the final moments of the heist to propose to Amy, providing one of the most emotional scenes of the entire series. As Amy was taken aback, Jake made sure Amy made it to the finish line first, turning the competition into something much bigger. But in the end, it was more about making a lifelong partnership.