Hardest Cuphead Bosses

GreninjaGuy

The Top Ten

1 King Dice King Dice

The problem with king dice is that he's entirely chance based. You need to parry the die at just the right time to defeat him, or all your progress will get nuked. - Jackamalio

Actually you can parry at the right time to land the exact amount you want, still doesn't make the fight easier though. - GreninjaGuy

I'm stuck on this level

Parrying.

He’s mr. King die, he’s the hardest in the land

2 Dr. Kahl's Robot Dr. Kahl's Robot

This is the only boss I don't think I'll ever S-rank. Highest I ever got is an A because of the time constraint. Also keep getting hit in the bullet-hell section. - regularponyfan09

That darn robot took me 7 hours to beat

Should be in top three!

He seems easy but I can’t beat him on expert mode! Ugh He’s too powerful

3 The Devil The Devil

He is the devil, the devil himself... - mewtwo1

I couldn't decide between him and Dr. Kahl's Robot... :/ - WingedOracle

I hear a lot of people say the Devil is easy.
I say he’s a ’ cheater.
His first phase is very unpredictable and the imps at the wrong place at the wrong time can mess your funky flow.
His second phase is a little easier. Just. Parry. The bomb. Third phase is, in a word, hectic. Fourth phase is easy in concept, but in reality...
But you get the point. The Devil is hard. enough said.

4 Grim Matchstick Grim Matchstick

RNG platforms colored WHITE on a WHITE background with fireballs that jump to random locations, fire bubbles that split when shot, and a flamethrower that takes up half the screen. Even with the lobber, this guy is a HUGE pain to knockout. Not only the hardest boss of this game, but one of the hardest bosses of ALL video games.

Basically the only way you can win is with the lob shot. And even then it's still very hard.

Definitely Grim

Dr. Kahl, just have to learn the pattern. This hell is mainly RNG, no skill really to be honest. smh. - SirSalvador

V 4 Comments
5 Phantom Express Phantom Express

Haven't S-ranked this one yet but I plan to do it. I keep getting hit at T-Bone's stage because I hit his head every time I parry. - regularponyfan09

Really hard have died 126 times on him time to give it another go

Are you SERIOUS!? Probably the third easiest boss in the game! - WingedOracle

Sans is there, so you’re bound to have a bad time.

V 1 Comment
6 Rumor Honeybottoms

The only boss that made me rage. The people who didn't have much trouble with this one obviously got lucky. Because this boss is way too luck-based, especially with the random platforms. Speaking of which, parrying is almost impossible here because of the platforms that render above you. Almost every time I tried to parry in this fight, I landed on a platform and ended up getting hit by the projectile instead. At least I S-ranked it so I never have to do it again. - regularponyfan09

Just the scrolling that's hard

This boss took me forever! For some reason Dr Kahl and Phantom Express were extremely easy for me. - MayorOfStringCheese

Platforming is already annoying. Auto scroll is also annoying. But vertical auto scroll platforming is hell on earth.
Bosses give little warnings on attack, parrying is nearly impossible, and let’s not forget...
OI OI OI!
Hate this boss. That bumblebee-atch can burn in hell.

V 1 Comment
7 Beppi The Clown Beppi The Clown

The only part I had trouble with in this fight was the third stage. When the train comes along, it makes dodging the horseshoes nearly impossible. Luckily, charge shot makes the stage go by faster. - regularponyfan09

Every phase is a nightmare. You need a lot of luck and even then it's still hard to beat this one. This is why I'm afraid of clowns.

8 Cala Maria Cala Maria

The first stage is definitely the hardest because of the random attack combinations. If she sends out the turtle and the yellow fish, I can't not get hit. This is also another boss that is hard to S-rank because of how few parry opportunities there are (if you have the old version of the game which I do) and because you may not get three of them. Still, I found it easier than Dr. Kahl's Robot because at least this bullet-hell section doesn't have any moving walls. - regularponyfan09

I wish that I knew only her head was the weak point.

What makes this fight hard is
1. Her constant hip shaking distracts you
2. You can’t shoot her in the titties

9 Djimmi The Great Djimmi The Great

I didn't think I would ever S-rank this one because I couldn't do it under two minutes. That is, until I learned there was a safe spot in the final stage where you can hit him with bombs to make the fight go quicker and thus you don't have to dodge as many attacks. Like Cala Maria, the first stage is definitely the hardest, especially if he gives you the cats. My god, I HATE THE CATS! - regularponyfan09

It's possible to get stuck behind the pillars, and that is NOT a pretty picture. :/

Much harder than Warbles at least

Regular is hard enough if you’re unlucky, I’m actually going to say he’s far worse than Wally Warbles on Expert. You should’ve know Wally Warbles seemed impossible on Expert. But his moves can be learnt somehow, once you get used to it, it wasn’t all that bad... Djimmi however 1st phase and Last is based on pure luck, he has a total of 5 phases, 5! 4th phase is bullet hell with his hat as a distraction. S ranking him is definitely a bigger achievement than S ranking Wally Warbles...

10 Wally Warbles Wally Warbles

I didn't understand why people found this boss so hard until I played his expert mode. Even still, it wasn't that bad because there's still a safe spot where the egg projectiles can't hit you (as long as you're not too close to them). Hardest stage for me was the third one because the eggs around the baby bird move faster and give a higher chance of getting hit. At least you can make the stages go faster with the coffee charm. - regularponyfan09

Wally is bang on in the right spot

On Regular, he’s the easiest airplane level.
On Expert, he’s the hardest boss in the game!

CAW CAAAWWW!

The Contenders

11 Werner Werman Werner Werman

As easy as this boss was, you will need luck if you want to S-rank it. There's a chance he sends out only the cherry bombs in the first stage and since you have to finish quickly, that means you can only parry stuff in the third stage, where there are less opportunities. - regularponyfan09

I’ll never understand the people who say this boss is easy.

12 Cagney Carnation Cagney Carnation

Hard at first because of the seeds, but with enough practice it's possible to S-rank. Cagney's definitely one of my favorite bosses, just because he reminds me so much of Flowey from Undertale. - regularponyfan09

This boss has memorization

13 Ribby and Croaks

Another case where you have to parry early if you want an S. There is a chance you get another parry opportunity in stage 2, but it's difficult to hit. Definitely use roundabout for stage 3. - regularponyfan09

14 Captain Brineybeard Captain Brineybeard

Loads of parry opportunities here, even if it's just from one attack. Overall it's doable. - regularponyfan09

15 Baroness Von Bon Bon

When I played this on normal mode, I thought I would never beat it. Every time I got to the final stage, I would use my super and the progress bar would show I barely did any damage. Thankfully I learned later that this was a glitch so I decided to keep going and eventually I won! - regularponyfan09

Me and my brother died more than 170 times on her! For reference, we died on Beppi the Clown only 7 times!

16 Goopy Le Grande Goopy Le Grande

Honestly, I struggled a little bit with this one. I know he's one of the easier bosses, but my god I could never get the hang of the pattern in stage 2. I could never tell when he was going to bounce off the wall and because of that, I always got hit. Then again, I think we should consider ourselves lucky since we could have gotten stuck fighting two of these things. - regularponyfan09

Biggest noob trap in the whole game - thunderstar1124

Hardest Boss In The Game

That it’s the worst boss in vidieo games

V 1 Comment
17 Hilda Berg Hilda Berg

I spent so long trying to S-rank her but I either got hit at the last second or ran over the two-minute time limit. I was so overjoyed when I finally did it. - regularponyfan09

18 Sally Stageplay

Contrary to popular belief, she's not THAT easy. The second stage I found it hard not to take a hit. I wish you could kill those mice she sends out. Also, her final stage is kinda lame compared to the other bosses' final stages. Still, it's a really cool fight! - regularponyfan09

19 Dr. Kahl

I wanted to put him here only because his last phase but still just keep your distance and stay focused

20 Root Pack

Beat it on my first try. Nothing to be proud of though, considering it's meant to be easy. - regularponyfan09

Easiest boss

21 Honey Bottoms
BAdd New Item

Related Lists

Top Ten Hardest Cuphead Bosses Top 10 Best Cuphead Bosses Best Looking Bosses in Cuphead Top Ten Most Creative Cuphead Bosses Top Ten Best Cuphead Mini Bosses

List Stats

100 votes
21 listings
303 days old

Top Remixes (4)

1. King Dice
2. Beppi The Clown
3. Phantom Express
GreninjaGuy
1. King Dice
2. Dr. Kahl's Robot
3. The Devil
DeltaWooper
1. Rumor Honeybottoms
2. Phantom Express
3. Wally Warbles
Myname2

WRemix
View All 4

Error Reporting

See a factual error in these listings? Report it here.
P