so mine would probably be
case 1:
PT 1-3, might use MagFans edits for this set.
prequal extra disc, something that encompasses all 3 kind of like a 'from sw to jedi' for the PT, dont know if there is a disc like this though, but might be one with the 2007 set.
case 2:
OOT - one of my many sets from here, currently probably would use edit droid, but probably whatever is the best so maybe one of the X0 based sets.
4th extra disc, probably the 4th disc that is extras from the DC LD transfers, or maybe from sw to jedi here.
case 3:
droids cartoon
ewoks cartoon
holiday special -

clone wars, either both volumes on 1 dvd or use a 2 disc case like Knolly said
case 4:
not sure on the actual discs but this would be 4 cases of extras, maybe use a couple dual (triple/quadruple?) disc cases to fit more. Deleted Magic would prob go here, one or two of baby-hums releases, not really sure how id work this. maybe use dual caes and put some of ocpmovies work in 1 case, some of baby hums in another, some other docs in a third, maybe use one 3 disc case for the wookie groomers splitscreens. but id def try and get a nice selection of bonus in this one
-Darth Simon