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Originally Posted by James Bond Agent 007
11. As far as I can tell, the entirety of the north half of Chicago is one giant yuppie/hipster heaven. Or at least most of the north half. I sure didn't see anything I'd categorize otherwise. I drove up to Wrigley (mostly on Clark St), and then a couple miles north of Wrigley or so to (I think) Lawrence Ave, then headed west for several blocks on that street, then drove south on Damen Ave for quite some while, just to pick an ordinary street to get an idea of what the place looked like. The entire journey was pretty much nonstop yuppie/hipster habitat. While I was at Wrigley I parked my car for a bit to wander around some local streets, and even some of the streets I thought might have some junkier houses were still mostly yuppie/hipster habitat.
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This is very noticeable, and possibly the biggest difference between gentrified Chicago and gentrified other prime U.S. cities. Not just the Gold Coast and Lincoln Park, but almost everywhere east of river and up through Uptown.
Maybe it's a lack of rent control and general affordability means that the prime areas become relative monocultures? There's an enormous Big 10 grad-oriented feel, where it seems places like Lakeview are transitional spaces between college and suburban child-rearing. 22-35 age cohort absolutely dominates streets like Clark, Belmont, Broadway, etc.
Re. the El, there was a postwar plan at some point (I think under Daley I) to replace a number of lines with subways, and maybe replace the downtown El loop, but it never went anywhere.
Re. State Street, I believe it was the dominant street until about 1980 or so. Michigan Ave. wasn't really a thing until Water Tower Place was built. But from that point forward, Michigan Ave. became the dominant street, and State Street declined somewhat.
There was also a racial angle, as State Street was a popular shopping street for black South Siders in the 1970's and 1980's (Englewood and the traditional South Side retail corridors were mostly gone by that point, so people headed downtown), while Michigan Ave. was much whiter and North Side-oriented. State Street is also very transit-oriented and Michigan Ave. isn't. The Loop also had a theater district, which was full of cinemas playing blaxploitation flicks, while the whiter demographic moved to newer theaters north of the river.
State Street is still probably in better shape now than 20-30 years ago. A bunch of colleges have taken space, and the main library stabilized the southern half. The theaters have been renovated. State Street south of Congress was a notorious skid row until relatively recently.