Expensive for the quality
I stayed at the Sheraton as it was where a conference I was attending was being held.
On the plus side, the hotel is reasonably well located, within a few minutes walk of Michigan Avenue. My room had a superb view out over the river. 
However, for the price I must say that the room look decidedly shabby and worn and is in need of refurbishment. The decor was dated, and my bathroom unit was cracked and the shower rail rusty.
The wifi is ridiculously expensive, and frustratingly as a conference delegate I was unable to use the service downstairs in the venue despite having paid for 24 hours access. There was no wifi in the conference rooms, although it was free in the lobby area should you wish to sit there and do your emails.
I know Chicago is expensive, but for that price I feel the experience should have been better.