<P> The Avenue extends south into Near South Side, Chicago and beyond--past what was once the notorious Levee District, the graceful homes of the Prairie Avenue District, the historic Second Presbyterian Church, the former home of the legendary Chess Records at 2120 South Michigan and the site where the Lexington Hotel, a hideout of Al Capone, once stood . </P> <P> South of Cermak Road is the Motor Row District, a historic strip along Michigan Avenue that was home to many early 20th century automobile "palaces ." A point of interest in this area is the former Illinois Automobile Club, which later was used as the home of the Chicago Defender, a prominent African - American Chicago newspaper at 2400 South Michigan . A little bit further south is Bronzeville, a historic black community in Chicago . Points of interest include the historic Mercy Hospital and Medical Center, the Illinois College of Optometry and the South Side Community Art Center . </P> <P> The intersection of Michigan Avenue and 35th Street is home to two important local institutions . On the northwest corner is De La Salle Institute, a Catholic high school which was attended by future Chicago mayors Richard J. Daley, Richard M. Daley, and Michael Bilandic . On the southwest corner is the Chicago Police Department Headquarters . Michigan Avenue continues through the South Side and dead ends at 63rd Street, just north of a rail yard and parking lots . </P> <P> The Avenue continues heading south at 66th Street to Marquette Road, where it moves a half - block to the east back into alignment with the run north of 63rd Street . It then continues south to 89th Street where it dead ends once again for a housing subdivision and a railroad line . It resumes at 91st Street heading south through the working class Roseland community, featuring a large commercial strip along Michigan between 111th and 115th streets . The street dead ends again at 127th Street just before the Cal - Sag Channel . It begins again in the south suburb of Riverdale before finally terminating at Sibley Boulevard or IL RT - 83 . </P>

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