Board Thread:Versus Debates/@comment-26636534-20160221124823/@comment-6958584-20160320120130

Itachi destroys Jiraiya. It's not even close. The Sword of Totsuka is a one-hit kill, and as an ethereal weapon, pierces any defense Jiraiya is capable of producing, being weak only to other Susano'o users.

Honestly though, Itachi doesn't even need Susano'o to win. The exploding shadow clone technique and tsukuyomi are more than enough already.