The Trump was perfect. My wife and I were on our honeymoon and this was a fantastic final hotel in our 4-week US road trip honeymoon. They upgraded us two levels and we had a gigantic (I think 800+ sq ft) room with a Lake view. It had a kitchenette (the only thing missing was a oven) which was perfect since I have food allergies and prefer to eat food I cook since I can be positive what it did and did not contain or come in contact with. Finally, the bathroom was amazing. A giant soaking tub that fit two, a great shower and a bathroom mirror that had a TV in it.
The trump is right next to the South end of the Magnificent Mile of shops on Michigan Avenue. My wife and I walked that one afternoon on the way to a Cubs game at Wrigley. And with that said, the concierge was able to get us great seats at a reasonable price to a sold out Sunday afternoon game. I was not sure we would get the tickets, but not only did he find some, they were in the fifth row down the third base line. Perfect!
The only downside to the hotel was the ridiculous charges for room service and valet parking. A six-pack of Sam Adams beer was $30 not including the room service delivery charge of $4. Seriously, it is a $8 six-pack of beer, and $4 to deliver to the room, WTF? And the valet parking was ~$50/night. That is not a typo $50/night! Yet at the same time, it was our honeymoon, so the cost didn't really matter, even if they were annoying.
The Trump is over the top and exactly what one would expect for the $400+/night the rooms cost. Yet even though expensive, I think it was worth it since the rooms were more than twice the size of rooms we were in prior hotels on our trip. Also, it had the kitchenette and fantastic bathroom with a great view of the Lake. Overall, I'd highly recommend this hotel to others.