Quote:
Originally Posted by edale
It's a subjective exercise. There is no formula one can create for something that is inherently subjective.
Some people prefer really tall buildings over everything else. Some prefer density of buildings. Other people really like spires and interesting roofs punctuating skylines, while still others prefer a mix of architectural styles and eras represented in the skyline. There's no real rhyme or reason to it, and it mostly comes down to personal preference.
I think most people agree with Steely's categorizations of 1) NYC because it's huge and has so many great buildings, density, height...has it all. 2) Chicago more or less has many of the same qualities that NY has, just less so. Then there's the rest. Not saying someone couldn't prefer.... Honolulu (to pick somewhere random) to Chicago, but I think there is a general consensus among people who care about this stuff that NYC and Chicago are the top two skylines in the country/continent. 
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What I'm saying has nothing to do with personal preference. We all know that NYC and Chicago are the superlatives by far.
I'm talking about height/number. Height and number. Or maybe just height alone. Or number alone. So even if we say...
Tier 1: NYC
Tier 2: Chicago, Toronto
What cities are legitimately Tier 3? And how do we separate them from Tier 4? Tier 5? etc. What are the set criteria?
How do we define the tiers? It's not "all the rest". There can be zero subjectivity to it, if we want to. I'm talking about data, facts. Not architectural style, setting, blah blah blah