This street in Chicago (http://www.iroquoistheater.com/pics/madison-street-chicago-i...) is typical of most cities of that time, be it Cleveland, Cincinnati, Buffalo, or New York City. The effects of the automobile were only just starting to be felt.
Cities had to be walkable because apart from trolleys or horse-drawn carriages there wasn't much else in the way of options. Cycling was an option for the brave as I can only imagine how much horse crap there was in the streets back then.
Chicago has the advantage of plenty of land as opposed to New York or SF.
There are massive sprawling suburbs, but I get the impression people move there when they have kids mostly due to better schools, not being priced out or leaving for safety.
Of course, Chicago has the most murders in the US (but still about half the murder rate per capita of New Orleans or Detroit), bitterly cold winters, and far from any mountains, but nowhere is perfect (where being affordable is part of being perfect).
https://en.wikipedia.org/wiki/List_of_tallest_buildings_in_W....
NW is the largest quadrant, but I'd hardly call the other quadrants "relatively empty." There are active neighborhoods and lots of development all across the city.
A lot of people would like to live in cities like SF but it's been illegal to build them since the early post war era, so there's a big supply and demand imbalance.
As in, despite Brooklyn's relatively functional nature, its density gains are counterbalanced by the suburbs of NYC on the east, north, and west.
The grandparent post implied that it's possible to have an environment that doesn't include high-rises and excessive sprawl, and I believe Brooklyn's heavy integration in the NYC metropolitan area makes it so that it doesn't satisfy this constraint -- it just moves the 'problem parts' immediately outside of its borough limits, which is kind-of how we ended up with suburban sprawl in the first place.
HTH.
Madison, however, on first blush seems like an excellent example, in that it's a large (~250k) city ranked highly on most metrics, and has a mid-rise downtown. But a look at a satellite image reveals that the city limits of Madison contain large areas of single-family detached houses, and mid- and high-rises are restricted to the Isthmus and areas immediately surrounding the University [2].
[1] https://en.wikipedia.org/wiki/Philadelphia#Crime
[2] https://www.google.com/maps/place/Madison,+WI/@43.0850975,-8...
Center city is pretty safe. So is South Street. Old City. Plenty of other neighborhoods too numerous to mention with this style of buildings. Yes, crime is relatively high in the city, but it's concentrated in certain areas (see: http://www.trulia.com/real_estate/Philadelphia-Pennsylvania/...). There's a reason the Badlands is called the Badlands and Center City isn't. Judging the whole city to be unsafe by its overall crime stats is ridiculous, unfair, and misleading.