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Third phase is a bit harder but easy to manage. It turns into a slot machine with 3 possible attacks. Frogs: Easies to dodge, just jump and avoid the spikes on the sides. Bulls: Look for the blob to see if the attack will be coming from the top or bottom of the spiky barrels. Tigers: A bit harder in that the barrels will have balls of flame. The real fight starts when the two amphibian boxers merge into a slot machine a la Voltron, as frogs do. The boss can only be damaged when the slot machine is activated, with players having to fire off shots at it while simultaneously dodging one of three series of moving obstacles. Hilda Berg (Threatenin’ Zeppelin) Cuphead is adored for.

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Back when it first came out in 2017, Cuphead was hailed as “the new Dark Souls” – much like any other high-difficulty game in the last few years.

In this case, it might be true.

Not only will you need to hone your skills battle after battle to progress, but most of these hardcore boss fights require plenty of trial and error before you learn your foe’s patterns and find their openings.

If you’re still unsure about which bosses are just the absolute worst, join me as we take a look at Cuphead’s most challenging boss fights. Don’t let them take you by surprise!

15. Ribby & Croaks – World 1

This pair of martial arts lovers are more about psychological warfare than actual difficulty.

They look like bullies, their faces are infuriating, and they’re intimidating because they’re among the first bosses you’ll fight.

After you’ve dealt enough damage, they’ll do the classic Ornstein & Smaug move and fuse together, becoming a giant slot machine that performs different moves depending on your luck.

The hardest part about this battle is avoiding the Battletoads flashbacks, which can become demoralizing once you’ve lost once or twice. But keep calm and persevere, and you’ll be moving on to the next stage in no time.

14. Sally Stageplay – World 3

Slightly more difficult than our previous contenders is Sally Stageplay.

You’ll see most of her moves coming from a mile away, allowing you to prepare and dodge easily. The fact that she remains in your line of fire for almost the entirety of the fight also helps.

The reason she’s even on the list is her second phase. There are just too many things happening on the screen at the same time to keep track of everything.

13. Hilda Berg – World 1

Hilda Berg is on a whole other level compared to the rest of the first area’s bosses.

And she actually made me drop the game for a few weeks after numerous failed attempts.

After calming down (and playing some Gradius as training) I came back and beat her on my first try.

It’s a pretty simple fight if you’re used to shoot-em-ups, but you need to keep your calm.

Her patterns aren’t too intricate, but some of her attacks are deceptively fast, requiring your full attention and fast reflexes.

12. Wally Warbles – World 2

This father-and-son combo can be one of the most frustrating fights in the entire game. But it’s not nearly as bad as long as you breathe deeply and go with the flow.

Easier said than done, right?

What makes the fight so intense for some is that the bird duo doesn’t give you a lot of room to move around to rest and collect your thoughts.

That said, you should be fine as long as you stay on the leftmost part of the screen. This should give you enough time to dodge eggs, feathers, and other hazards carefully.

11. Baroness Von Bon Bon – World 2

This queen of Candyland is a bit of a divisive subject among Cuphead fans.

While some find the fight nigh-impossible, others regard it as one of the easiest. The reason?

Randomization.

The Baroness summons candy lackeys to do her bidding during the first phase of the fight, and they’re not always the same.

If you get lucky, she’ll summon easy enemies like Sargent Gumbo Gumbull (gumball machine) and Lord Gob Packer (jawbreaker).

But if you’re unlucky, you’ll meet the hellish Muffsky Chernikov (muffin), who’s arguably more problematic than the Baroness herself.

10. Captain Brineybeard – World 3

Among all the things that make this fight hard, I’d say the game’s awkward control scheme is at the top of the list.

Especially if you’re using a gamepad.

This can be solved by remapping the buttons so you can more easily jump, dash, and aim while simultaneously shooting – which is a godsend considering the captain is at an annoying upward angle.

Also, watch out for the barrel and try to run under it from time to time when you catch a breather to reset its countdown. This will keep it from coming down on you when you’re busy dodging a cannonball or something of the sort.

9. Beppi the Clown – World 2

This Pennywise wannabe relies on confusing you with its 1001 attacks and phases, so you can’t catch the “flow” of the battle.

Balloons, crash test dummies, and horseshoes come from every direction. And don’t get me started on the damn rollercoaster.

It feels as if someone got confused and put a boss from the third isle into the second.

There’s no easy way around this – you’ll have to learn the patterns and probably get a little lucky! But you can make it a bit easier on yourself if you equip the Spread shot.

8. Djimmi the Great – World 2

Even shoot-em-up enthusiasts will find Djimmi the Great challenging. And if this is your first aerial rodeo, you might feel like it’s impossible at first.

His hat will chase you, he’ll send a giant puppet version of yourself after you – simultaneously poking fun at the fact that you’re doing the Devil’s bidding – and he’s generally pretty annoying.

The background can also be very distracting, which adds to the challenge.

If years of social media addiction haven’t destroyed your attention span and you manage to ignore the background, you should be successful after a couple of attempts.

7. Phantom Express – World 3

Most people won’t necessarily find the Phantom Express all that hard. Especially for such a late-game boss.

Still, trying to deal damage while staying on the moving trolley and avoiding this spooky boss’ attacks can be tricky at first.

Through trial and error, you’ll eventually learn their patterns and make it through the first phase unscathed.

For the second and third phases, try hugging the screen edges, and you should find it much more manageable.

6. Cala Maria – World 3

I’m a simple man.

I see a hot mermaid, and I’m instantly mesmerized. That’s probably the reason why I find this fight so damn hard.

You might also get distracted by her adorable minions. I mean, look at those cute blowfish!

As if hypnotically swinging her hips wasn’t enough, Cala Maria will start turning you into stone during the second and third phases of the fight. There’s no way to avoid this, so your best bet is trying to plan a relatively safe trajectory whenever she’s about to freeze you.

5. Rumor Honeybottoms – World 3

Much like Beppi the Clown, the fight against Rumor Honeybottoms relies on overwhelming your senses with information to make you miss.

There are explosive hazards, flowing honey, bee law enforcement, and even some private bee citizens flying around trying to end your climb up the honeycombs.

Make it through that, and you’ll have to deal with bee torpedoes and energy balls.

The fight gets considerably easier once the Queen Bee turns herself into a plane – that is, of course, if you brought the Chaser shots.

4. Grim Matchstick – World 2

Compared to this classic medieval dragon and the three bosses coming up on our ranking, the last spots might as well be filler.

This fight is a severe difficulty spike in the second isle.

Not only are some aspects of the fight randomized – meaning you can’t memorize all of the patterns – but the moving cloud platforms you have to jump on are the same color as the clouds on the background, which may confuse some people.

The fireballs that split up into smaller ones during the last phase of the fight killed me more times than I’d like to admit.

There’s no easy way to beat this scaly threat – except perhaps enlisting some Co-Op help.

3. Dr. Kahl’s Robot – World 3

Frustrating to the point of feeling unfair, Dr. Kahl’s Robot is intense from beginning to end.

Not only is there no room for errors – there’s no room to move around in either!

Giant magnets and massive lasers make the fight feel like trench warfare, and don’t make me get started on the homing bombs.

To clear this level you’ll need to think one step ahead at all times.

Always keep an escape route in sight, and pray your parry skills don’t fail you.

2. King Dice – World 4

The thing with fighting a kingpin is that you have to get through their lackeys first.

And King Dice has plenty of them.

While not much of a fighter himself, this sinister swindler will make you fight at least three mini-bosses before you get to him, without healing – and it can go up to nine if you’re unlucky.

Luckily, it’s pretty easy to avoid his marching cards once you’re done with that. After all, you couldn’t have gotten here without some pretty good parrying skills.

If you’re really stuck have a look at this guide for some advice.

1. The Devil – World 4

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After the torture of Dr. Kahl’s Robot and King Dice, I thought The Devil couldn’t possibly be any worse.

Oh, how wrong I was.

As expected from the game’s final boss, The Devil is relentless in his onslaught.

Even if you’re a gaming god with the reflexes of a 15-years-old e-sports player, moves like the hoof arm are impossible to figure out without a lot of trial and error.

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Add the annoying minion spawns and you have legitimate gaming hell.

Just keep trying (or maybe watch a walkthrough) and I’m sure you’ll be successful.

Finally, Inkwell Isle will be freed from this furry demon’s grasp.

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Oct 2, 2017

The Ribby and croak boss fight is made up of 3 different, and challenging phases.
Other Cuphead Guides:
  • 100% Achievement Guide.
  • Cagney Carnation Guide.

Phase #1


Ribby throws flaming punches and Croak shoots out insects on fire. There is actually an easier way to counter this than you might think.
  • When Ribby starts to shoot punches at you, go to the far left corner and crouch. Make sure that you also jump over the low punches, but crouching makes it easier so that you don't have to jump over all 3. Use the 'Peashooter' weapon when fighting Ribby here.
  • Croak is a little bit easier. He starts to spit out insects that are on fire at you, have the 'Spread' weapon equipped for this. By simply aiming upwards and at the frogs (by holding C) you should be able to take out the insects and end the first phase of the frogs depending on how much DPS you got on them.

Phase #2

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Ribby starts throwing discs at you while Croak blows you towards him.
  • For this phase, I would recomend using the 'Peashooter' the entire time but you can use any other weapon you a comfortable with. The Peashooter was just the most effective for me.
  • As Ribby starts to throw discs at you, hold down the shoot button and move left to right and right to left dodging the discs. Soon enough, the frogs should prepare for phase 3. This phase can be quickly finished if you can dodge the discs quick enough.

Phase #3


Ribby and Croak combine, forming a giant slot machine. This is the most challenging phase, so get ready.
  • Whatever weapon you decide to use, make sure it does medium damage and has a medium-long range.
  • As Ribby and Croak throw coins at you, dodge them and double jump onto the crank.
  • Once you have activated the slot machine, 1 of 3 differnet obstacles will appear. Green pillars, Orange pillars, or red Pillars.
  • Green pillars are the easiest in my opinion, just jump from one to the other spamming shots at the machine.
  • Orange pillars are a bit more challenging, dont just focus on shooting, but more on the pillars. Time each one and jump through it at the pace you feel is the safest.
  • Red pillars are somewhere in the middle when it comes to challenging in my opinion. They will shoot lightning out of one end which you are able to see about 2-3 seconds before it zaps you. Obviously, get to the end which the lightning is NOT on.
  • After about 2-3 phases (maybe 4 depending on DPS) you will have beaten the boss. Good job! And good luck on future bosses.

Recommended for You:
  • All Cuphead Guides!

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