39. The Chicago Federal Building, Illinois
The Chicago Federal Building went through quite a lot in its time. It suffered an explosion in 1918 that killed four people and injured 75 more and was a notable location for the fact Walt Disney himself worked at the Post Office in it that same year.

But what it is most famous for (aside from another beautiful set of that wondrous classical architecture) is that it was there in 1931 that Al Capone was finally taken to court and got his famed ten-year sentence for tax evasion. The building was demolished to replace… well, a huge downgrade, frankly.