i usually love to explain why this match up doesn't require mangekyo... but this is worst possible individual against him, he is so small that yasaka magatama don't have change to clear hit, even front itachi (healthy) sharingan.. even kisame itachi duo doesn't change that long range problem (unlike against jiraya that stands) but seems like most of his moves especially doton one's doesn't work while flying and if oonoki come ground it's game over, let's assume he don't and counter genjutsu. crows fly and theyr linked to itachi visual powers, so that's one strong change for itachi and his susanoo will hold jinton, afterall he need activate it only when he can't get out of range in time. idk who wins this 50/50 is my answer even without logically explaining how.? i trust that itachi find away to win so 52/48 to itachi