Both are pros with and without sharingan. I can really see this going either way. Epic fight though. Probly have to give the edge to kakashi due to itachi's health problem. Ninjutus wise, kakashi has a huge edge, although itachi is still very adept with what he has including shadow clones. Genjutsu is ironically a nonfactor since both of them rely on sharingan (assuming finger genjutsu is still a variation of that). Tai jutsu wise, they seemed pretty even last time they met. However itachi kind of died while kakashi's only gotten stronger. Intelligence wise, you can't really say one over the other. Both are brilliant strategists who can counter unexpected moves at a moment's notice. As far as weapons goes, Itachi is the more skilled combatant being able to nail targets he can't even see by ricochetting kunai in his blind spots. Speaking of weapons, does kakashi get zabuza's cleaver in this fight? Summoning wise, kakashi actually has a useful summon that can target an enemy from underground and pin them down for a killing blow, but that's assuming they don't sink their teeth into an exploding clone.