For me it's Churchill vs Teddy

Theodore Roosevelt vs. Winston Churchill
Steven King vs. Edgar Allan Poe
Deadpool vs. Boba Fett
Ghostbusters vs. Mythbusters
Donald Trump vs. Ebeneezer Scrooge
Master Chief vs. Leonidas

Gordan Ramsey vs. Julia Child
Wayne Gretzky vs. Tony Hawk
Ash Ketchum vs. Charles Darwin

We all know Lloyd is the superior rapper and disguise actor right?

Artists vs. TMNT

We may as well just post a link to the whole playlist at this point

you're right, every one has an at least good beat, one that's easy to remember

Alexander the Great vs Ivan.
Frederick steals the whole battle imo.

Joker vs Pennywise one was pretty good. Joker fucking killed it, though I have to give credit to Pennywise for "No one's dying to play with Joker except for maybe Heath Ledger." Yeah, he went there.

Frederick the great had my favourite verse out of all rap battles.