Did u forget the part where Fugaku told Sasuke, not to chase Itachi anymore? This only means he finally acknowledged Sasuke as Itachi's equal or even more.
Why leave it with Fugaku, when the God of Uchiha a.k.a Madara predicted Sasuke supassing Itachi, Pein etc. This is only further cemented by both Orochimaru, Kabuto who all wanted to have a slice of him.
And lastly and not the least, even kyuubi compared Sasuke to Madara, and acknoledged his chakra as even more sinister than its own!
This is all telling otherwise my friend... Sasuke is even more special Itachi ever will be, which could be also the reason why Itachi died for him, planning in advance that Sasuke may be a force to stop Madara's plans.
I remember Fugaku favouring his older son and seeing him as being more superior I think he told him to stop running after Itachi for other reasons. Madara didnt predict Saskue surpassing Itachi, im not sure where you read that, or maybe I missed something. Oro was originally after Itachi, but when he tried to get him he failed so he settled for his brother instead and wanted revenge.
Remember the only reason Tobi didnt attack Konoha was because of Itachi, what does that tell you about Itachi?
Also Itachi wiped out the entire Uchia clan alone, Tobi said he helped but when Itachi and Naruto spoke it was clear that Tobi was not involved and lied.
Kurama refering to Saskues chakra as more sinister than Madara told me that Saskue is falling much further into the dark side not that he surpassed Madara in some way.
Itachi is simply at another level when it comes to fighting and picking out his opponents weaknesses, he had two of the hidden treasures and used a Jutsu in edo form which nobody knew about.
I doubt they will meet and fight, as I mentioned earlier they have already had an epic fight I dont think Kishi wants a repeat. We saw Itachi at the end of this Manga - that has thrown alot of people off. I think his heading for Kabuto, as I said unless Kabuto is heading to Saskue its unlikely they will meet and fight anyway.