Kakuzu, Sasori, and Kisame are the only three standing in the way.
Kakuzu because Genjutsu is ineffective against him because of his Earth Grudge Fear, Versatility and independent bodies that act on their own with four different elements at his disposal, nigh-indestructible defense to counter any ninjutsu, and lastly his tendrils.
Sasori because of traps, gadgets, poison, and an army of hundred puppets.
And Kisame because Kisame knows Itachi's tricks and abilities.
I don't think Itachi could make it throught this without any rest, he might exhaust himself of too much chakra and end up dying.