You know, my grandpa grew up in the neighborhood too. I grew up around Harlem and Archer and then eventually moved to nicer areas, such as Naperville (of course, my family was making more money at the time too).
My grandfather grew up around 57th and Halsted. He was born in 1889. He followed the Sox from their beginnings. He personally witnessed the 1906 "Hitless Wonders" and the 1919 Black Sox. He died in 1961.
I started following the Sox as a child in the 1950's. (My dad is, ugh, a Cubs fan.)
Between my grandfather and myself, we have followed the Sox through their entire 105 year (frustrating) existence.