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If thats the case then maybe, but then again we haven't seen Saitama or Itachi go all out. We can't forget the feats Saitama has over Itachi though. ex: Destroying a meteor with a single punch. Though if Itachi managed to hit him with the Totsuka blade he will probably win.
In order for genjutsu to work, a chakra connection between the user and target must occur. It is unlikely Saitama has chakra. That being said, Itachi likely won't "One look" GG him. Reference:
Genjutsu explained