A lot of interesting discussions here.
My initial thought after reading the initial question and drawing from my experiences (note: I have never been to Columbus or Cincy, and have only spent limited time in Cleveland) was that St. Louis has the best collection of "complete" urban neighborhoods, from an urban design standpoint (with Pittsburgh or Milwaukee as runners-up), but that Minneapolis (with Detroit as runner-up) offers the best functional urban environment.
However, I was really shocked to see Steely Dan's chart (
http://forum.skyscraperpage.com/show...&postcount=113). Milwaukee has nearly twice as many 15k+ ppsqm tracts as Minneapolis, and St. Louis has zero? Wow. I have spent a lot of time in both Milwaukee and St. Louis, and I would have definitely under-estimated Milwaukee and over-estimated St. Louis.
It's hard to say... maybe Milwaukee has the best combination of both traditional urban bones and functional urban living today? Although the first post specifically asked us to separate a city's "status" from its urban characteristics, I guess it is a bit difficult for me to compare cities that are on different planes as far as financial and cultural importance and to fully separate that from my thinking. But maybe Milwaukee does rise to the top in this metric despite being a smaller and less prominent metro. I think reasonable arguments can be made for Minneapolis or St. Louis as well, likely for Detroit (and Pittsburgh if you include it in the geography) too.
All of that being said, as some others observed upthread, if St. Louis hadn't suffered the intense urban renewal and long-term economic conditions that it has, it would unquestionably be at the top. I think there is tremendous potential in St. Louis and an amazing foundation to build upon, but I don't know what the solutions are to their economic woes.