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NYC is so much bigger and denser than anywhere else. I think it's pretty easy to pick out. SF, if you include a bridge and the TransAmerica building is pretty hard to miss. Chicago is--I think--a little less obvious, but still easy with the Sears (is it still Sears? Probably not) and the Hancock Towers. Seattle, with the Space Needle, is pretty clear. LA, with the round, record-shaped (Columbia?) building is straightforward. Washington, D.C. is impossible not to spot. Of those, I would think LA is the least known.

AI is wrong...because it left out Washington, D.C.

:-)

NYC is so much bigger and denser than anywhere else. I think it's pretty easy to pick out. SF, if you include a bridge and the TransAmerica building is pretty hard to miss. Chicago is--I think--a little less obvious, but still easy with the Sears (is it still Sears? Probably not) and the Hancock Towers. Seattle, with the Space Needle, is pretty clear. LA, with the round, record-shaped (Columbia?) building is straightforward. Washington, D.C. is impossible not to spot. Of those, I would think LA is the least known.

It is, and always will be, the Sears Tower. I don't care what it's officially supposed to be called. 

I think Austin is one of the nicest looking downtowns of larger cities. 

Another then/now shot of Austin's skyline - I like this one because of how visible Austin's "legacy" towers are, especially to the right:



Meanwhile, staying in Texas - very cool angle on this city:

That would be my guess as well. I don't think there are any other large Texas cities near mountains.