I'm the Morrissett brother who has been fortunate enough to play Chicago GC.
To me, what separates it from some of the other Macdonald/Raynor designs is that Chicago GC might well have the best set of greens. Like YHC now has, there are a number of greens with 90* corners, but what is unique is the number of strong false fronts. There are several holes where a ball can be a full ten yards or so onto a green and still roll back off the front. I don't know of another Macdonald/Raynor course that features false fronts so prominently.
Plus, as others have said, the club has the right attitude about trees -- if one ever comes in play, it is removed!
I know we have batted this topic around before, but I think of Chicago GC the same way I think of Muirfield -- as the best examples of the saying (with which I know some of you do not agree!) that "the course is greater than the sum of its individual holes." While holes like 1,2,7,11, and 12 are wonderful, wonderful holes, the course does not have the standout holes as many other Macdonald/Raynor courses do (i.e., if you were to compile a composite Macdonald/Raynor course, Chicago GC would likely have what would appear to be a disproportionately low number of holes on it). On the other hand, of course, is that the weaker/more indifferent holes are awfully strong.
Overall, Chicago Golf is exactly what the Morrissetts want their Carthage Club to look like.