▁Street ▁on ▁the ▁north , ▁South ▁Chicago ▁Avenue ▁( the ▁Chicago ▁Sky way ) ▁on ▁the ▁south west , ▁a ▁small ▁stretch ▁of ▁East ▁ 9 5 th ▁Street ▁on ▁the ▁south . ▁With ▁the ▁Cal um et ▁River ▁on ▁the ▁community ' s ▁sout heast ▁side , ▁South ▁Chicago ▁can ▁be ▁considered ▁the ▁literal ▁gateway ▁to ▁the ▁Cal um et ▁Region ▁and ▁the ▁first ▁among ▁the ▁four ▁Chicago ▁neighborhood s ▁( E ast ▁Side , ▁H eg ew isch ▁and ▁South ▁De ering ) ▁that ▁are ▁considered ▁by ▁the ▁loc als ▁as ▁Chicago ' s ▁S out heast ▁Side . ▁The ▁S out heast ▁Side ▁is ▁a ▁description ▁that , ▁although ▁true , ▁the ▁city ▁itself ▁continues ▁to ▁resist ▁including ▁this ▁neighborhood ▁with ▁all ▁of ▁Chicago ' s ▁South ▁Side ▁communities . ▁ ▁History ▁Once ▁a ▁separate ▁community , ▁South ▁Chicago ▁began ▁as ▁a ▁series ▁of ▁scattered ▁Native ▁American ▁settlement s ▁before ▁becoming ▁a ▁village . ▁First ▁occupied ▁by ▁a ▁chief ▁named ▁Ask hum , ▁considered ▁' l ord ' ▁of ▁the ▁vast ▁Call im ink ▁( Cal um et ) ▁Valley ▁and ▁leader ▁of ▁the ▁Pot ta w atom ie ▁people . ▁They ▁and ▁other ▁Native ▁pe op les ▁used ▁South ▁Chicago ▁and ▁the ▁shall ow ▁Cal um et ▁River ▁area ▁as ▁port ages , ▁for ▁season al ▁settlement s , ▁hunting ▁and ▁fish ing ▁thousands ▁of ▁years ▁before ▁White ▁sett lers ▁arrived ▁to ▁the ▁" New ▁World ". ▁ ▁The ▁post - C ivil ▁War ▁era ▁brought ▁with ▁it ▁great