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So… who would?

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Evil Emperor Proteus

Master of Science
Not sure about Chaos, but in a fight Uncle Grandpa, dude’s got the power of Cartoon Logic on his side and is often shown as totally indestructible unless the plot needs him not to be. Anyway Uncle Grandpa teaches Discord and everyone else a valuable lesson before departing.
Trahzo

Oh, I forgot to mention, since UG is Santa’s brother, if Discord were to kill UG, guess who’s be permanently on the naughty list for killing Santa’s family?
Trahzo

Considering UG has helped every Cartoon Network child up to Clarence (though I wonder what was up with Swat Kats being in his list), his ability to do ultra strange shit such as a beezooka or make everyone in the world cry because he was stuck on an escalator, OR how he teamed up with fucking Shaq to fight a killer robot, or hos he can solve the problems of any child, while Discord is just there in case Celesetia fears a mission is too dangerous for Twilight to handle, or…or…Oh my God, how Uncle Grandpa knows everyone’s names and knows everything about us, I’d say Mr.All knowing will defeat the spirit of chaos!
Background Pony #9831
Hard to tell,
 
On one hand, we have the “God of Chaos” aka Q
 
On the other, we have a reality warper who only follows his own rules of cartoon physics.
 
I would give them a tie, because of the pure insanity they would pull off.
Xpcveaoqfoxso

I’m gonna have to go with Uncle Grandpa. Discord’s just lost his game lately, and he’s become incredibly predictable. Uncle Grandpa manages to continuously be surprising and funny despite having far more appearances than Discord. In fact, in the latest Steven Universe episode, his chaos was enough to make the Crystal Gems (specifically Pearl) go completely batshit insane when He wasn’t even trying to do so. Twilight and the others are, at worst, just missed* off whenever Discord does anything chaotic.
 
*Pissed. Damn Auto-Correct…
Xpcveaoqfoxso

I’m gonna have to go with Uncle Grandpa. Discord’s just lost his game lately, and he’s become incredibly predictable. Uncle Grandpa manages to continuously be surprising and funny despite having far more appearances than Discord. In fact, in the latest Steven Universe episode, his chaos was enough to make the Crystal Gems (specifically Pearl) go completely batshit insane when He wasn’t even trying to do so. Twilight and the others are, at worst, just missed off whenever Discord does anything chaotic.
Dirty Bit
Thread Starter - Hazbin Hotel Thread [Possible NSFW/Dark]
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
My Little Pony - 1992 Edition
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice

That's him, officer
@Mugen Kagemaru
 
Nope, someone must’ve put that there by mistake.
 
I doubt even John De Lancie would seize that roadbump disguised as opportunity, even if he played Santa Claus at one point.
Tenafly Viper
An Artist Who Rocks - 100+ images under their artist tag
Artist -

Discord would likely win mostly because he doesn’t restrain himself for the sake of others unless Fluttershy is involved.
 
Though…that’s still kind of a tough call. They both really do have unlimited magical power for creating chaos.l
Ditto

It would be so chaotic by the end of it no one would even remember why they were there in the first place. Everyone would lose their minds and all would end up on the losing side of this battle.
Background Pony #AF34
to exercise control over Chaos is to enfeeble it, so to be fair the winner would be the one able to manifest It the most