Man, I was fooling around with my (6-7) display cases in my Skingrad house and it is hard to get stuff to go in there....

You have to basically throw items at the case and hope it goes in, and the bigger the item, the more difficult it is. I gave up on my daedric claymore after about 10 minutes and just put it on top of some drawers, were at least I can shove it around. I agree, that Bethesda screwed up this one. They've gotta know how much time people spent organizing their displays in MW, and now they made it harder to do!!!
