https://www.google.com/maps/@41.9405345,-87.6750174,3a,75y,2...
https://www.google.com/maps/@41.9403868,-87.6590203,3a,75y,3...
wiki, use translator: https://de.wikipedia.org/wiki/Wichlinghausen-S%C3%BCd Maps overview with borders highlighted: https://maps.app.goo.gl/fvr34T8JbLEVQLAF8 Street view of a normal street there; though I recommend 3D view for a better understanding: https://maps.app.goo.gl/QXEGChFvHciAq8Va8?g_st=ac
This is btw. 2.9x as dense as Oak Park, IL.
Note that 41k live in the Loop and 27k live in Jefferson Park.
Maybe if you sample by area, places look more suburban than stereotypical cities, but by population, lots of people live in the dense parts.
100k in the Near North Side, which I think is basically a “downtown” streetscape.
And of course many in the in-between density neighborhoods (eg 71k in Logan Square).
Source:
I moved from a denser part of Bridgeport, so it definitely has been an adjustment (particularly in variety). But even some areas of Bridgeport, which is much closer to downtown, had pockets that are equivalently walkable to where I'm at now, or maybe even less so. Anyone surprised to see SFHs and front yards in Chicago probably hasn't ventured far out of downtown/a handful of North Side neighborhoods.
https://www.google.com/maps/@41.7099143,-87.6801127,3a,75y,1...
This is really what most of Chicago looks like (modulo economic conditions in the different neighborhoods --- they're not all this upscale). It's a city of neighborhoods. Most of the streetscapes that jump to mind about Chicago, if you don't live here, are places people basically don't live.