All Cuphead DLC Bosses Ranked Easiest to Hardest 

The King's challenges are better played with Ms.Chalice, cause of her dodge/parry and double jump. You have more control with her and the whole dlc feels like it is based more on her moveset than cuphead/mugman.

It's always fun to see difficulty tier lists from people and how different someone's experience with the game can be. I found Glumstone among the easiest of bosses, given you can get through phase 1 fairly quickly and there is rarely if ever any need to get off of the stone pilars. Chef Saltbaker was by far the most difficult of the bunch for me. Especially that god forsaken flame that no matter what, when, or where always manages to be in your way at the right time XD This DLC was incredible and so full of charm. Much more difficult than the base game, but fair throughout all bosses and all phases. Not once did I feel they overdid it, seeing each phase unfold while progressively learning, and see insane amounts of creativity for boss design made dying no problem. Because I could experience it all over again. Here's hoping for a Cuphead 2, easily the best indie game in recent years!!!

id say winchester is harder than glumstone. literally everything on winchesters stage is a hitbox, while the floor on glumstones stage has a slight delay, almost everything with winchester is a homing missile in the first 2 phases, and winchester is a plane level, which imo is harder than ground levels

I'm pretty sure that the King's Leap was meant for Ms. Chalice. All of the bosses are much easier with her because of the double jump and dash parry. It makes it to where hitting the bosses ESPECIALLY the knight a lot easier.

I like the difficulty of the dlc it gives the better players what they want, harder bosses, MDHR said themselves that the bosses were going to be harder than the majority of the base game’s bosses

I'm so glad I wasn't the only one who thought Crack Shot was insanely good, it deals respectable damage while also letting you focus a bit more on dodging projectiles (aka a better homing shot). While I do agree with the majority of the ranking here, Chef Saltbaker kinda takes my spot as either #2 or #1 hardest boss: I've had so many unlucky hits with the living flame as well as the flying lime slices, neither of which you could destroy or parry unlike the animal cracker adds. Phase 2 is thankfully a little bit easier since you could easily burst down the pepper shakers and push through that part of the fight way easier than the first phase. Overall, I'm glad the DLC is worth the wait. The game hasn't lost its age at all even though it's been about 5 years. I'm def excited to go back and A/S rank these bosses !

I love how subjective the difficulty of these bosses are. For me, the howling aces were a pain and took me the longest to beat. Just goes to show how well made these fights are

Personally, I think Rook is harder than Queen, mainly because of the fact that it's sometimes not safe to parry the heads, making it draw out a little longer. If you're good enough at aiming and dodging, Queen is easy. Just my opinion though. Edit: Thought I'd add this: Rook seems easier with Ms. Chalice. Again, my opinion, but it does seem to be the case.

As somebody who spent the last two days S ranking every boss, I can say that I mostly agree, but Saltbaker is way harder with the expert changes, and I found Mortimer to be super easy and S ranked him in like 10 tries

4:20 I always saw this fight as the angel looking over you from behind, and it symbolizes cuphead having to face the devil, both in a fighting sense and a literal sense.

That Fireball is the most aggravating thing in the DLC for me. I was so focused on everything else against Saltbaker that the fireball caused my deaths 80% of the time.

I didn't re-play the OG game leading up to this, so I wondered if I was tripping or just bad from so much time away when I felt that these bosses were WAYY too busy compared to what I played before. It's nice to know someone else thinks the game got more visually cluttered.

If you use the crackshot on Glumstone, it is MUCH easier, not as fast maybe but it takes out the smaller Gnomes and let's you dodge without worry, this also works on the final faze and don't destroy parriables in Glumstones level. If I had to say Winchester and Chef Saltbaker are the biggest pain (Winchester though is fun to me though)

When the ghost said “The contest of skill” he meant the climbing contest the axe, pickaxe, and the other one had to get the secret code. You don’t have to do the “King’s Leap” section to find the hidden boss.

Completely disagree. Glumstone is one of the easiest bosses in the DLC. Winchester and Howling Aces are much harder. I’m kinda disturbed how you said the bugs are harder than howling aces

not to mention Howling Aces has a secret phase that makes the last phase so much easier

When I played through the dlc I used the crack-shot on the first phase of glumstone and idk why but the crack-shot's bullet always prioritized killing the little gnome boys first so I never really had to deal with them so I thought it was easy :/

For the knight, when he does the uppercut attack, your supposed to jump into his head fluff thing before he strikes, then dash away after It requires incredibly fast reflexes but it makes the boss way faster, since he does that uppercut attack the most

I genuinely think that ms. Chalice makes fighting Winchester easier, because her secondary is a volley of mini grenades, and if you can find the perfect spot so that beans don't start to spawn but the sausages can't hit you it makes the last phase so much easier

i love how everyone has different opinions on the bosses depending on their game styles! I found the giant to be the easiest, while i died at the final phase of saltbaker way too many times, lol

If you think this is bad, remember you have to beat ALL OF THEM damageless TWICE MINIMUM to 100% complete the dlc. Once for A+/S rank, and AGAIN to unlock the divine relic

I feel the knight should be higher just because the hit box seems wayyy too small. I’ve had many times where I get hit because I’m pixels off from the parry hit box. The only way I was able to beat him was to abuse the I-frames from getting hit to get around 3 parry’s each time playing chalice. This gave me around 9 hits immediately and then I had to play patient. Literally my least favorite fight in the DLC. It’s still good but damn is it annoying.

I think the kings knight/horse parry one was the hardest coz of how dumb it was, it’s a lot easier to make those quick jab ones with chalice but sometimes it would still randomly hit you so that’s great. Plus all the others there like 2 new uniques that make it so you can get heaps of lives so even tho they can be hard unlike when cuphead first came out it kinda feels like you can really take a hit

The knight takes forever until you realize that during his upward stab and arcing stab you can hit him twice during both of them is you react fast enough, and during his full screen charge you can get three hits in.

Esther Winchester was by far the hardest boss for me Its the only boss who’s phases are all equally hard without real way to cheese them

Your maingame cuphead ranking is my favorite cuphead tierlist, it brings me joy that your follow-up is just as sarcastic and smooth and uses isle 3 piano once again.

Winchester: You like Dr. Kahls robot? How about putting some of his mechanics at the same time while adding a bunch of new crap in the midst of it? Fun S-rank right?

Yea I tried the Ogre boss first before bed and that guy obliterated me. It was late and I was pretty tired so I only tried once. But yea, there was way too much going on that you have to pay attention to.

Did anyone else play glumstone as the first boss? lol I was wondering why it was so hard

Glumstone was my first and after him I thought I would hate the dlc. Then all the other bosses were a delight to my relief. Still stupid hard though that might have been my fault for restricting myself to only cuphead, peashooter, and the heart ring.

3:53 dude warped into goofy in an instant

12:40 THE GEESE. Maybe I'm just unlucky, but I lost track of how many times the pillar I was on would start to rise just as the geese started flying in.

I’ve beeen waiting for this video for a long time thanks

I just finished playing all of the DLC last night and for me the bosses that really made me go insane were the Executioner, Stage 1 of Chef Salt Shaker, and definitely the 3rd stage of the fighting the Sausage Cow form.

2:58 on top of The cannons, they're annoying due to having less control over them, they should be alined and stay that way so you can decide when to fire. I believe she should have a second phase, where she Throws out the other pieces(Rook,Knight,Pope,Pawn) that are able to be launched back at her, move in their original incarations(Pawn in once in a foward line,Khignt in a L shape,Rook Heavy with more health and move in a Line upward/forwad/Downward,Pope does Zig Zag across the entire screen)and uses they're respective weapons: *Pawn's is Short Dagger she throws. *Rook's axe is Heavy but Causes an earthquake as she slams it down. *Pope She charges an Ability the heals her for 2 health. *Knight's Sword Will be used to Slice and stab you, If she gains his Shield shell block the parried projectile. *King's LOng sword, She Spins with it Moving where th Slash is(Mid/Low), gets dizzy after use. Her Health would be at 14.

1:37 no wonder it takes long when you don't parry on the sword slash attack. (not the one where he has his eyes open, just the one where he puts his sword up once) that literally gives you 3 parries (or 2 if you're bad).

I used to watch your original cuphead boss ranking like OVER AND OVER a few years back- and my first though when the DLC came out was "I wonder if SunburnedAlbino is gonna make a ranking video?" WHELP HERE IT IS !!!

Yes! I loved your original boss ranking so much!

Interestingly enough, Glumstone the Giant was actually the first DLC boss I beat. It was then followed by the Moonshine Mob, Mortimer Freeze, the Howling Aces, Esther Winchester, and then Chef Saltbaker.

This is the first video I've watched from you and while I don't agree with your Glumstone placement at all, I like your style. So, thanks for being entertaining.

i thought the giant was actually the easiest boss it took me 5 trys to beat and the other bosses were way harder

pro tip for The Knight: when he does his dash, instead of dashing over it, parry over it. if you are close enough afterwards you can actually get another 2 parries in while he's tired for a total of 3

I was able to S rank the giant way easier than other bosses using the crack shot and wind up. Crackshot can eliminate most gnomes in the first phase the second they spawn since the homing shots kill them in one hit; you can pretty much get rid of 50% of the obstacles. Also that last phase of that fight is by far the easiest. There’s barely any projectiles and the platforms are super telegraphed as when they’re gonna come down.

saving this to watch later after playing it myself!

a massive tip on beating winchester is spamming the big gnawing bullets on her 2nd and 3rd phase. Her hit box is so massive they usually get 4-5 chomps which out dps the nuke

I may say, I had so much fun with this dlc It’s going on the hall of fame for the great dlc

I wasn’t a huge fan of this dlc but damn the art is gorgeous, if only the screen wasn’t constantly covered with projectiles

11:20 Dude that made me laugh haha I used Ms. Chalice and crackshot for most of the levels. I still think Chef Saltbaker takes the cake in terms of difficulty, kind of like the Devil from Cuphead 1. Maybe it’s just the buildup before facing the final boss that psyched me out mentally, but the projectiles were insane on that level. Saltbaker doesn’t make as good as a villain as the Devil does, IMO. Something about accepting the Devil’s offer of selling your soul and seeing Cuphead and MugMan turn into demons was terrifying (along with the theme music playing backwards when the game restarts). Also we had to complete 3 Isles of Cuphead bosses before facing the Devil so it felt like forever before actually facing him. I don’t know about anyone else but I struggled with phase 2 of Mortimer Freeze. The snowman moves across the screen in so many directions and the icicles coming up from the ground would happen at the same time a popsicle would float down and hit me. There were so many references to Djimmi the Great in this game - everything from the flying treasure in Howlin’ Aces and the Queens level to the eyeball laser in Mortimer Freeze. Some of it felt a little redundant compared to the last game, but the beautiful animation took my mind off of it. It really is kind of amazing what MDHR has created between these 2 games. It’s a shame we may no longer see another Cuphead release, but hopefully they have some other cool games coming out in the future. (Also the soundtrack was better in the first game IMO, with more memorable boss themes - Mortimer Freeze had the best theme in the DLC)

1:00 I was so scared to approach him and had to double jump because I thought it was impossible without it

PSA: Knight goes a lot quicker if you can land 3 parries on his upward thrust(just be quick getting up there) and his dash(Dash with him). Only one where you can't is his overhead slash.

Wait… Mortimer Freeze M - r Freeze Mr Freeze!!!! “Revenge is a dish best served cold!”

When the horse tries to dash slash, you can parry as he's dashing across the screen and then parry him two more times right after he stops. I believe this kinda balances the amount of time.

I’ve been waiting for this! I loved the first cuphead video, and I love this one too!

Just finished stranger things, glad this is up to be somewhat of a palette cleanser

For my list it's: 12. The Pawns 11. The Bishop 10. The Queen 9. The Knight 8. Angel and Devil 7. The Rook 6. Moonshine Mob 5. Glumstone the Giant 4. Mortimer Freeze 3. Howling Aces 2. Esther Winchester 1. Chef Saltbaker

My man sounds like the postal dude but he decided to take anger management classes

Btw, you can parry those ex crackshot attacks, if that makes any of these fights easier.

0:49 also protip for the pawns, DO NOT play 2 player, you will have to parry the pawns twice in order to knock their heads off, I was playing with my brother going through thus and we noticed that so he had to beat it on his own. So yeah

Fun Fact: The Spider in moonshine Mob Was Based off of a scrapped boss called the flying gentleman and the second faze of this fight was based off an early made boss called the light

Bro completely switched characters 😂😂 3:56

I think the reason why The Knight takes 20 hits to be defeated is that using Chalice, you can hit him once after the quick upslash and reliably hit him THREE times on the other two attacks - as well as being able to damage tank once to get two quick hits in. If you’re skilled enough, you can finish him off in 5-7 of his attacks depending on RNG. If he had any less HP the fight would genuinely take 3 seconds

The secret one was the most annoying one by far also the one with the heads was a pain too all the other ones were kinda fun

7:30 I........liked that voice more then I think I should have.

This video is funnier than it had to be.

the commentery is amazing you can just have a monotone voice speaking and then out of nowhere the most drastic change of voice happens and just suprises you XD

We love the Polk reference at 9:03

For the second phase of #1, you can just go all the way to the right with spread and nothing will hit you lol

I know you have nothing to do with this, but R.I.P technoblade

Very nice man. Nice boss ranking. Appreciate the vids. Keep it up

Just got all the achievements in the DLC a couple days ago. Probably a good idea to 100% it now before they fix exploits and realize they need to make howling aces harder, they did that for the base game later after its release.

You can feel his rage while he talks about Glumstone the Giant. (Also ngl the Rook kinda fine)

Regarding the knight, it takes way quicker if you parry every single attack he does

Look at you knowing Cryogonal. U surprised me with the Pokémon reference

that stupid anteater at the end of Moonshine Mob is the devil reincarnate. He makes the bossfight like 90% harder than it already was, which is why I find that level the hardest.

I'll be honest. I managed to beat the giant within my third attempt, so I didn't really see the major difficulty. Looking back, it honestly did look like they were throwing everything and the kitchen sink at you. I personally hate the Knight the most just for the sheer amount of patience it took, but it was probably because I kept to myself so I never consistently got the easier to parry attacks. Overall, the DLC was challenging, but some bosses might have needed a shake up for health and phases.

I find it ironic how a salt shaker has more final boss vibes than Satan himself. The music even makes the fight feel like a climatic finale. Doesn't make sense in the story, but Chef Saltbaker is a great finale to end off the development of Cuphead.

Brief tip for the Knight, you can get 1 parry off on the small upwards slash, 2 parrys off on the full screen dash and 3 parrys off in the arching swing. The timing is tight but if you are able to stick to that the fight should end a lot sooner

I don't even play this game, but I love your videos

In the words of akihiko sanada "I've been waiting for this"

Red bowl: moves right when you get to it Red ufo: shoots laser right when you get under it Yellow bowl: moves right before you get to it Yellow ufo: shoots laser right before you get to it

bro winchester was so hard for me the only reason i somehow beat it was because a glitch happened where when they had the vacuum and started shooting out these safes, she just stopped shooting safe while still doing the animation , and I just kept shooting them until i beat it

If you play the Knight VERY aggressively you can actually hit his parry mane after the uppercut. Just get very good at recognizing which move is coming (he doesn’t make a sword or horse sound for the uppercut) and jump dash into the mane as soon as the sword goes down. I cleared the Knight with zero parry misses last night that way.

I got my S rank on glumstone using crackshot for first and third phases and twister for second. crackshot will automatically handle the gnomes on the ground for you in first phase and also makes pretty quick work of the last phase since other weapons are hard to hit it with. and twister of course is great for phase 2, no explanation necessary there

I rebought this game and the DLC at the same time and decided to try it as soon as it was available. The Moonshine Mob was my first boss and boy was I NOT ready for that jump in difficulty.

Really interesting. Gnome Way Out's Third Phase is literally the easiest part of the DLC for me. Not once did I take damage there

After beating Salt baker I tried all of them on expert and the changes they made are probably some of the biggest and most notable ones in the entire game imo.

8:54 I wasn’t expecting a Pokémon reference in this video

I've found if you go on multiplayer with mugman as Ms. Chalice on Glumstone, Chalice can stand on the floor right in front of him and the Gnomes on the floor won't detect her and she can stand there and deal damage without getting hit for the entire first phase. But it only works if there is a second player as cuphead playing normally.

4:19 Funnily enough my grandmother used to tell me that there was always an angel behind you that keeps you safe Thats the first thing I thought of lol

this is the first video I've watched of yours and you're insanely funny

The knight’s upward poke is actually easily parry-able if you use miss chalice’s dash parry. Just be careful.

10:34 glad I wasn’t the only one.

10:02 “Hurt by Leaf” - It was poisonous? “No. Regular Leaf”

I found a way to make phase 3 of Winchester basically free. Fly up and close. There's a spot where nothing is going to hit you and all you need to look out for are the very high up cans, which are pretty easy to avoid. Phase 4 is still a nightmare though. If you try to me smart and stay above the sauages, she starts spawning cans from phase 3 again just to fuck with you.

My difficulty ranking for the bosses are: 6th: Moonshine Mob, 1st phase is a joke. 2nd is the hardest since u have to hit the bug lady while running away from laser. 3rd phase theoratically hard but charged shot makes the fight very easy. My favourite boss of the dlc though. 5th Mortimer Freezer: Nothing notable, maybe 2nd phase when the ice giant decide to roll or jump over u, while popcicles trying to trap u. 4th Howling Aces. The first two phaese are easy but the third phase messes my eyes. I had to tilt by head when the camera gets rotated 90 degrees. The laser and the dog bowl projectiles are pretty hard to dodge 3rd: Glumstone, the first phase is ridiculous, might be the hardest phase in the entire dlc. The small ass gnomes get in the way, and the random moving platformers fuck with the player when trying to dodge the birds. The 2nd phase is tricky but standing near the hand is pretty safe. 3rd phase is pretty easy, just watch out with the small platforms. Honorable mention, Devil and angel difficulty around this spot. This boss messes with my head. The whole mario boo gimmick facing left and right while dodging projectiles gives me a headache. I had to cheat with chalice dodge roll and the new projectile that shoots upward whirlwind to cheese the boss. 2nd Esther Winchester. Ridiclous first phase as well. The player's plane moves so quick while dodging so many projectiles that put u in a tight spot. The second phase forces the player to constantly shrink its plane to dodge everything most of the time. 3rd isn't hard but patience and dodging is important as ur plane has to face the boss so the projectile can hit. 4th phase, carefully dodging sausage is suprisingly exhausting, testing the player patience after the 3 tricky phases. 1st: Saltbaker chef, the first phase is so long and hellish. There are so much to dodge, the projectiles and fire can easily trap you. The 2nd phase feels weird with the leaf falling down while the fire following u again, and paying attention which salt to shoot. The 4th phase is suprisingly long too, the platforming plus parrying plus aiming can be tricky, especially after the exhasutingly long phase 1 and tricky 2. This boss fight is so long and tiring. Howling aces phase 3, salbaker chef and glumstone phase 1 had me tearing my eyes out when i attempted them

TIP FOR GLUMSTONE. Crack shot will home at the little gnomes on the ground and kill then just turn away from him and it will track and kill, makes it much less annoying.

Honestly I didn’t have too much trouble with Glumstone, and I didn’t even think you could stand on the floor during the first phase! I thought it was just insta damage spikes, so the fact that you can walk down there was news to me.

The Angel and Devil Fight: I am pretty sure it was suppose to be symbolic, like of how Cuphead always gets into trouble

The 1 was like number 5 because you use the chaser and spread shot can you spread shot on the first phase to go to the very bottom corner of his mouth and start shooting that for the second phase do the same thing but in for the purple the purple deal more damage the last face use chaser because you can chase the top part of the mouth

10:06 Don’t forget about dying to a LAUGH