Top 10 Hardest Cuphead Bosses

The Top Ten
1 Dr. Kahl's Robot

Before I fought Dr. Kahl, 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.

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 had.

This is the only boss I don't think I'll ever S-rank. The highest I ever got is an A because of the time constraint. I 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. The third phase is, in a word, hectic. The fourth phase is easy in concept, but in reality... 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.

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. 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 the 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 knock out. 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. I'm 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. 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 despair. Grim is a dragon. He was a little hard, but I beat him in a few attempts. But Rumor is 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 known Wally Warbles seemed impossible on Expert. But his moves can be learned somehow. Once you get used to it, it wasn't all that bad.

Djimmi, however, has a first and last phase based on pure luck. He has a total of five phases, five! The fourth phase is bullet hell with his hat as a distraction. S-ranking him is definitely a bigger achievement than S-ranking Wally Warbles.

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!

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, the charge shot makes the stage go by faster.

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.

This whole boss is hard, but that last stage really puts your skills to the test.

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).

The 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

I 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 tries.

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 avoid getting 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).

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!

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

The third and final phase were annoying, but use the Chaser shot. I hated that cupcake, though.

13 Cagney Carnation

I'm still having trouble with his second phase. 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 while. Talk about hard!

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

The hardest Isle One boss for sure. Took me a while.

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 second phase. This one drove me 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 fewer 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 boss, and I hate the third phase.

18 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.

19 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.

20 The Howling Aces
21 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!

22 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.

23 Mortimer Freeze
24 Root Pack

The potato spits meatballs very fast. That's why the second phase is so hard.

25 Glumstone the Giant

He is a hard boss, but he is far easier than any of the other bosses on isle 4.

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