Excellent Stay.
First impressions of the Hilton, wow. As soon as you walk in you find yourself in the middle of a 1920's grand entrance hallway, which is very impressive indeed. The rooms are large and comfortable especially for a city hotel and with only steps from Lake Michigan you can't go far wrong. The rooms were also very clean and all the employees were friendly and helpful. Although the Hilton is not in the heart of the retail centre, Grant Park opposite does make up for it and If you get a room with an ocean room the view is amazing. 
We did not eat in any of the hotel dining options as we did not feel the atmosphere was very good but there are many other dining options close by and we had not planned in eating in the hotel anyway. 
All in all a good stay and with good access to the chicago train service, I would certainly consider revisiting the hotel.