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Cuphead Hardest Boss Ranking – Top 19 All Bosses List & Poll

December 28, 2019
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Cuphead Hardest Boss Ranking – Top 19 All Bosses List & Poll

In this Ranking, we will figure out the hardest boss in Cuphead. Cuphead is a 1930s animation style, side-scrolling shooting game, which has colorful and adorable designed characters. Despite it has cute looking appearance, it is notorious for its difficult gameplay and many of the battles demand perfect timing. This is the reason that Cuphead is also called ‘one of the hardest video game ever’.

Needless to say, their bosses are really hard to defeat. So, we prepared a poll to rank which boss is the hardest in Cuphead. Check out the poll and see the ranking of each bosses.

Cuphead Hardest Boss Ranking


You can vote for the hardest boss you think of in Cuphead. Which boss do you think is the hardest in Cuphead? Vote for the hardest boss you think of in Cuphead. The ranking can be checked after you vote.

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List of All Bosses in Cuphead


Below is a list of all bosses in Cuphead.

The Root Pack in Botanic Panic!

Cuphead The Root Pack

“Buttered, smashed, and mashed. It’s over for you.” – Sal Spudder
“Hey little guy, it’s O.K. if you have to cry!” – Ollie Bulb
“I’m lean, mean, and full of beta-carotene.” – Chauncey Chantenay

In game description.

The first boss of the game. Three kinds of root vegetables, Sal Spudder, Ollie Bulb, and Chauncey Chantenay (The Root Pack) will face you. It’s not that difficult because it is first boss.

Goopy Le Grande in Ruse Of An Ooze

Cuphead Goopy Le Grande

“With a face like mine is it a crime to be bouncing all the time?” – Phase 1
“I’m a handsome slime bringing pain — one bounce at a time!” – Phase 2
“I’m very smashing…even in grave situations!” – Phase 3

In game description.

Goopy Le Grande is a blue slime with a pointed head, and is the only boss with all of its patterns are melee combat. Also, it is one of the debtors who doesn’t appear at the ending, the players think it is really dead.

Hilda Berg in Threatenin’ Zeppelin

Cuphead Hilda Berg

“Fitting, isn’t it? I’m a blimp — you’re a wimp.” – Phase 1
“You won’t get too far…it’s been foretold in the stars.” – Phase 2
“You lost too soon and I was only half moon!” – Phase 6

In game description.

Hilda Berg is a boss which looks like airship-like fairy. At first, she sucks out the cloud she was sitting on, and turns into an airship. In the middle phase, she transforms into a constellation. In the final phase, she grabs her head, embarrasses, shrivels, and turns into a crescent moon.

Cagney Carnation in Floral Fury

Cuphead Cagney Carnation

“Fools who attempt to fight this will leave with allergic rhinitis!”
“Extreme pollination and total domination!”

In game description.

Cagney Carnation is orange flower, fighting in flower garden. This boss usually has a humble face, but as soon as it enters the fight, it turns into a terrible impression.

Ribby and Croaks in Clip Joint Calamity

Cuphead Ribby and Croak

“We’ve had fightin’ souls since we’ve been tiny tadpoles.” – Phase 1
“Crude and bad, ’cause we’re from the wrong side of the lily pad.” – Phase 2
“You went for broke and now you’re crocked!” – Phase 3

In game description.

Ribby and Croaks are giant frog brothers in uniforms wearing boxing gloves. They are running a large ship, and in the background are well-groomed small beetles. The two are treated as one boss, so the damage is equally affected by hitting either side.

Baroness Von Bon Bon in Sugarland Shimmy

Cuphead Baroness Von Bon Bon

“How’s the jaw, ol’ chum?” – Lord Gob Packer
“For me, a sweet tooth is fiendishly uncouth!” – Kernel Von Pop
“Delicious and vicious, while maliciously nutritious.” – Muffsky Chernikov
“I chew ’em up and spit ’em out.” – Sargent Gumbo Gumbull
“Straight off the iron and too hot to handle!” – Sir Waffington III
“I won’t sugarcoat it… you never stood a chance!” – Baroness Von Bon Bon

In game description.

Baroness Von Bon Bon is a candy Baroness in a dress. At the start of the boss fight, she buzzes in front of the gate as if she is stepping out of her.

Djimmi The Great in Pyramid Peril

Cuphead Djimmi The Great

“You look the fool, falling for the first trick I learnt at genie school.” – Phase 1
“You really didn’t stack up.” – Phase 2
“Do you need to borrow my sarcophagus?” – Phase 3
“That beating was for free — no strings attached!” – Phase 4
“I need a new volunteer… this one collapsed in fear!” – Phase 5

In game description.

Djimmi The Great is a boss in the shape of a red lamp fairy set against the backdrop of a desert.

Beppi The Clown in Carnival Kerfuffle

Cuphead Beppi The Clown

“Why’d the clown drive over the cup? He wanted to crack him up.” – Phase 1
“What’d the Balloon animals think of the cup? Quite the gob-let-down!” – Phase 2
“Knock knock. Who’s there? Charlie. Charlie who? Charlie horse!” – Phase 3
“What do you call a cup that falls off a swing? A tumbler!” – Phase 4

In game description.

Beppi The Clown is a clown set against the backdrop of an amusement park with various rides such as a roller coaster.

Wally Warbles in Aviary Action!

Cuphead Wally Warbles

“I own the air — I fly where eagles dare!” – Wally Warbles, Phase 1
“My dad’s the brawn and I’m all brains! Together, we bring the pain.” – Wally’s son, Phase 2
“Even without my feathers, you’re in for stormy weather!” – Wally Warbles, Phase 3

In game description.

Wally Warbles is a bird boss with a giant birdhouse set against the backdrop of the sky. When it first appears, it disguises itself as a winged cuckoo clock.

Grim Matchstick in Firey Frolic

Cuphead Grim Matchstick

“Don’t m-m-m-misunderstand my flames — I just meant fun and games.” – Phase 1
“Sorry, I didn’t mean to put you in the h-h-h-hot seat…” – Phase 2
“One..two..three! You’d b-b-b-etter flee!” – Phase 3

In game description.

Grim Matchstick is a green dragon boss set against the backdrop of a huge tower. Cloudy sky with a tall castle is the backdrop. Looking at the boss’s game-over screen descriptions and stuttering, it seems a bit silly. Unlike its silly looking, this boss is considered as one of the hardest boss in Cuphead.

Rumor Honeybottoms in Honeycomb Herald

Cuphead Rumor Honeybottoms

“Doggone! We’ve got ourselves a good old fashioned honey heist!” – Policeman Bee, Phase 1
“Hey sugar, this honey is off limits. Now scram.” – Phase 2
“Dominate and bombinate — that’s how I bee!” – Phase 3

In game description.

Rumor Honeybottoms is a giant queen bee boss set against the backdrop of a company-like honeycomb.

Captain Brineybeard in Shootin N’ Lootin

Captain Brineybeard

“Yer skills be like me buried treasure… just a myth!”
“HAW-HAW-HAW-HAW-HAW!”

In game description.

Captain Brineybeard is a pirate boss aboard a red pirate ship, and players fight on the beach pier when they battle this boss.

Dr. Kahl’s Robot in “Junkyard Jive!

Dr. Kahl's Robot

“OBJECTIVE COMPLETE. TARGET SCRAPPED.” – Phase 1
“MALFUNCTION. MALFUNCTION.” – Phase 2
“I have the perfect equation to hinder yer evasion!” – Dr. Kahl, Phase 3

In game description.

Dr. Kahl’s Robot is a giant robot boss set against the backdrop of scrap station, controlled by a maniac Dr.

Werner Werman in Murine Corps

Werner Werman

“Zat vas easy as eins, zwei, drei!” – Phase 1
“Zis tank iz ze ultimate veapon. You vill not vin!” – Phase 2
“Hiss! Hiss! Me-e-e-e-ow!!” – The Cat, Phase 3

In game description.

Werner Werman is a German soldier-like rat boss, which riding a tank made of can. This boss set against the backdrop of rat hole, and looks like make a parody of Tom and Jerry.

Sally Stageplay in Dramatic Fanatic

Sally Stageplay

“Break a leg…nah, break two!” – Phase 1
“Stay away from center stage or succumb to the power of a starlet’s rage!” – Phase 2
“Good riddance — go away! It is time for my soliloquy.” – Phase 3
“Please exit stage left during my standing ovation!” – Phase 4

In game description.

Sally Stageplay is the actor-like boss set against the backdrop of musical theater. The boss is wearing a bridal dress before the fight begins, and the musical(boss fight) begins as the curtain rises.

Cala Maria in High Seas Hi-Jinx!

Cala Maria

“You are a cutie…I am not sure if I should catch and release!” – Phase 1
“You dare to gaze?! How ’bout stone boots so you can swim with the fishes!” – Phase 2
“Holy mackerel! Is that your best effort?” – Phase 3

In game description.

Cala Maria is a giant mermaid boss set against the backdrop of the ocean, and her hair is consisted of octopus. The players have to aboard the plane when fighting this boss.

Phantom Express in Railroad Wrath

Phantom Express

“I can see…into the future. You…will be…counting worms.” – Blind Specter
“All aboard!! Next stop — your funeral.” – T-Bone
“Sorry! This train is only for the dead…but we can help you with that.” – Blaze Brothers
“What a glorious night for me to bring the fright!” – Head of the Train

In game description.

Phantom Express is a ghost steam locomotive boss, running on a railroad set against the backdrop of spooky night with a cemetery.

King Dice in All Bets Are Off!

King Dice

“Go sleep hic it off… you look a little hic rough!” – Tipsy Troop
“Hey short stack!! This ain’t a place you wanna be hanging ’round.” – Chips Bettigan
“Looks like you could use some fresh air.” – Mr. Wheezy
“You set them up, I’ll knock them down.” – Pip and Dot
“…and PRESTO!! The cup has completely disappeared.” – Hopus Pocus
“This derby is over and the results are in. Last place…YOU!” – Phear Lap
“Ah-ha! You’ve noticed that my style is very Russian!” – Pirouletta
“Fault, scratch and choke – are you trying to hustle me?” – Mangosteen
“Monkey see, monkey doom.” – Mr. Chimes

In game description.

“So clever, so dapper, ya betta’ believe this dice is loaded. Hi-de-ho!” – King Dice

In game description.

King Dice is the right-hand man of the Devil and the secondary antagonist of the game.

The Devil in One Hell Of A Time

Cuphead The Devil

“You broke our deal…now it’s my turn to break you!!!” – Phase 1
“Anyone who opposes me will be destroyed!” – Phase 2

In game description.

The Devil is a boss who serves as both the main antagonist of the game and the final boss.


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