Bendy committed a plunder blunder when he stole Chester's thunder from under the sea. Now Chester is committed to make Bendy flee!
~ Chester's bio image

Chester is the first boss and one of the four main antagonists in the spinoff game Bendy in Nightmare Run. He is a cartoon chest/squid hybrid created by Joey Drew Studios for their cartoon called "Bendy Walks the Plank", which features Bendy stealing Chester's "thunder", which enrages Chester to the point of wanting to murder Bendy and his friends.


Chester is a black chest with gray iron on his sides and mouth, underneath him are eight black squid tentacles, he also supports pie cutout eyes and sharp teeth, inside his mouth are gray coins.


Chester has shown to be bent on vengeance, trying to defeat and eat Bendy to the point of death, even innocent creatures trying to help him are not safe from his wrath, as he is willing to kill Krawls, Stickles and Gwens to defeat Bendy despite them trying to help him, on Nightmare Mode if Chester is brought down to 0 health then he will revive himself angrier than before.


Bendy in Nightmare Run

Chester is the first boss Bendy must face, as he is unlocked at the beginning, Chester will fall behind behind Bendy and start roaring before backing up, he has some attacks to help him in his quest to kill Bendy.

  • Chester will smack his tentacle on the ground, which will create a shockwave
  • Chester spits at Bendy
  • Chester barfs three times
  • Chester throws a barrel

After his health is reduced, he will jump into the sky and summon a Krawl.

If Bendy, Boris or Alice's health is reduced to 0, then they will trip, Chester takes advantage of this and grabs them by the foot with his tentacle, he than holds them in the air, opens his mouth, and eats them whole.

If Chester's health is reduced to 0 in Act 1-4, than he will stop, chomp menacingly at Bendy, Boris or Alice, however than slaps himself in the face with two of his tentacles, he then turns around and runs away.

If Chester's health is reduced to 0 in Act 5 and his health is reduced to 0 in his revived state in Nightmare Mode, he will trip and fall face first, his pie cutout eyes are replaced by X's.

If Chester's health is reduced to 0 in Nightmare Mode, than he will trip again. However, he then starts levitating, and he will revive himself while roaring and then falling back on the floor and begins to chase Bendy, Boris or Alice once more at full health.

Bendy and the Ink Machine

Chapter 5: The Last Reel

Chester makes a cameo in Bendy and the Ink Machine as a statue covered in ink.


  • Chester's name is a pun of a chest, which is what he is.
  • It is unknown how Bendy stole Chester's thunder, however Chester seems to care about it a lot, to the point of murdering someone and their friends if they stole it.


           BendyLogo Villains

Bendy and the Ink Machine
Corrupted Trio
Ink Bendy | Alice Angel | Boris the Wolf
Former Humans
Sammy Lawrence | The Projectionist | Swollen Jack | Bertrum Piedmont
Ink Monsters
Butcher Gang | Searchers | Searcher Boss | Lost Ones
Joey Drew | Skeleton | Mr. Peterson

Bendy in Nightmare Run
Bendy | Boris the Wolf | Alice Angel
Chester | Gaskette | Canoodle | Dewey

Dreams Come to Life
Daniel Lewek | Joey Drew | Norman Polk | Bertrum Piedmont | Susie Campbell
Ink Bendy | Sammy Lawrence | The Ink

Boris and the Dark Survival
Boris the Wolf | Lost One | Sammy Lawrence
Ink Bendy | The Projectionist | Alice Angel | Butcher Gang | Borkis | Joey Drew

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