Berwyn isn't Chicago.
Wicker Park, Uky Village, and Bucktown are all essentially the same neighborhood --- they're adjacent, clustered, and only a few square miles; they're Chicago's version of SOMA or Greenwich Village. And yet they're tree-lined (right now, they're covered in fall canopy), and every street there has an alleyway, where the trash goes.
NYC and SF are dirty in large part because they are poorly planned.