For PH Milan, I tried using the suite upgrade cert on one occasion (FFN + points stay) and they told me they ran out of suites. On another occasion (FFN + points) they simply upgraded me to a junior suite without asking. They treat diamonds very nicely at this property.

For parking, I did street parking for the two visits last year. Usually you can find a spot right outside of the hotel or a block away. I might not do that with a new car of my own. But it does add up for 40E a night for 10 nights.