Question1 : Is this war coming to an end?
It has to, there aren't many enemies left...even if it takes 100 chapters, it's coming to an end 'soon' in Narutoverse.
Question2 : Will the Kages defeat Madara?
I'm hoping Itachi will make some difference here...he will stop Edo Tensei, thus ending the fight, but I think we will lose a Kage, maybe 2...
Question3 : Will Naruto and Killerbee defeat Tobi?
This one is complicated...they should win, but how? Will the Kyuubi offer Naruto help again, enabling Naruto to develop some kind of Jutsu...or will Naruto misteriously put out a Bijuu-dama? I don't know, but he has to win
Question 4: Will Itachi defeat Kabuto
Don't matter what Jutsu Kabuto's got, or what trump card he calls back...Itachi said he would break Edo Tensei, he WILL break Edo Tensei

(This will affect the Kages and Naruto's/Bee's battle)
Question 5: Will Sasuke enter the war?
I still stick to the idea that he has to redeem himself before the end...so I'm guessing he will defeat Tobi together with Naruto, after a really messed up changer of heart event :P