Top 10 Hardest Cuphead Bosses

The Top Ten
1 Dr. Kahl's Robot

Before I fought Dr. Mahal my top 5 was:
1. Grim Matchstick
2. Rumor Honeybottoms
3. Beppi The Clown
4. Wally Warbles
5. Djimmi The Great
But, when I fought Dr. Kahl, he easily moved to number one. He is easily the hardest boss. Also this list is my opinion so, it is absolutely perfect no matter what anybody says.

God damn, this Robot was one punishing fight, every time you beat a phase it only got harder, destroying not only the feeling of progression but the tiny amount of hope you have.

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.

2 The Devil

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.

His first phase is mostly randomized. You have the trident attacks and the animals. The goat is the hardest to dodge because you need to time the jump or else you will take damage. But in my opinion, phase 4 is the hardest. Sure you can parry the tears, but you only have ONE PLATFORM and the poker chips keep coming down so you can't stay in one spot

3 King Dice

This boss is hard because at first you don't know what you're going up against.

Most boss fights in Cuphead are fairly straightforward with their phases and attacks. Here you're going to need to pick them yourself. You also need to learn how to control the dice, as it is the most important mechanic in this encounter. And once you're done with the bosses and ready to go against King Dice himself, you'll need all the health you can take with you since parrying the cards can take a lot of time to master, especially if you aren't well acquainted with the parrying mechanic. This is the purest example of an endurance run in this game. While most of fights in King Dice's level aren't too hard and usually have only a few mechanics, a wrong dice roll or something along those lines could easily end your run.

4 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.

Normal mode Grim phase 3 is harder than all other normal mode bosses. Currently stuck because I haven't figured out how to dodge the lightning bombs while simultaneously not shooting at them.

5 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.

Guys... This game is leading us to demeanor. Grim is a dragon, he was a LITTLE hard, but I hear him in few attempts. But Rumor, she is a new and she screwed me up HARD

6 Djimmi The Great

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...

First and second stage is just so hard and I don't think I can ever S+ rank this. The fact that he can randomly shoot cats or swords in the first stage is so unfair. Second stage = impossible.

7 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.

The last 2 times I beat it, Beppy was being NICE to me! I was able to parry the dogs, dodge the horseshoes. All without losing a SINGLE bit of health. So instead of 4 penguins...I got 3!
And instead of MANY balls ( heh balls) flying fast they went SLOW and there weren't that many! So I respect him for that! Your stage is still trash though - Stakamakataka

8 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.

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

9 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.

If you're bad at the parry mechanic, which this ENTIRE fight is based around, then this fight WILL be a struggle.

Honestly why is this on here I used parry sugar and beat it in 5 goes.

10 Cala Maria Cala Maria is one of the bosses in the video game, Cuphead. Her level is in Inkwell Isle Three on the boss level, "High Seas Hi-Jinx!". Her stage is a side-scrolling shooter level.

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.

Phase 2 is a nightmare as is phase 3. Her stoning attack is impossible to avoid and when she goes into the cave, it just makes it more difficult because you have less room to move.

The Contenders
11 Chef Saltbaker

He is probably the hardest boss in the entire game in my opinion. That first phase is just freaking chaotic!

12 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!

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

The 3rd and Final phase were annoying, but use the chaser shot. I hated that cupcake though.

13 Cagney Carnation

I'm still having troubles with his second phase, really tough. the most annoying attack he does is when his head turns into a cannon and shoots seeds at the ground covering up most of the ground for a little, talk about hard!

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.

I did this first try. Then again it was co op with my brother but still. Last phase is pathetically easy in my opinion by the way.

14 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.

I could never get the hang of the 2nd phase. This one drove he nuts!

15 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.

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

This boss is pretty hard, Mostly due to the second stage being kinda tricky for me. P.S. This guy is one of my favorite bosses

16 Moonshine Mob

This battle is incredibly infuriating, but really fun at the same time.

17 Esther Winchester

So many projectiles are launched at you all at once.

She is a very claustrophobic inducing bosses and I hate the third phase

18 The Tutorial

This should be called Cuphead Kaizo. The first second of this stage was so hard.

Hardest level! Couldn't get passed it

19 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.

Their difficulty is average in my opinion.

20 Captain Brineybeard

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

How is this boss so low? He is actually quite difficult in my opinion

It ain't doable, it was far worse than grim matchstick and rumor honeybottoms for me.

21 The Howling Aces
22 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!

Very easy boss for me, despite her being way out in the 3rd isle where most of the bosses are pretty tough.

23 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.

24 Mortimer Freeze
25 Root Pack

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

The potato spits meatballs very fast that's why and the 2nd face

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