User blog comment:Drakan95/Ötzi vs Fred Flintstone. Epic Rap Battles: Cartoons vs History. Season 1 Premiere/@comment-26134732-20150505051320

Fred wins in my opinion

Next Battle: Chowder vs Ramsey...Ft. Hitler LOL....okay no Hitler

So more suggestions:

Gorillaz vs Beatles - British Band

Felix the Cat vs Charlie Chaplin - Comedians at the silent era

Krusty the Clown vs Rusty Nails - Clowns, parody or whatever you call vs original

Steve (Minecraft) vs Bob the Builder - Builds stuff

Light Yagami vs Sonic.Exe - Killers says that they're god