Kenwood, one of Chicago's 77 community areas, is on the shore of Lake Michigan on the South Side of the city. Its boundaries are 43rd Street, 51st Street, Cottage Grove Avenue, and the lake. Kenwood was originally part of Hyde Park Township, which was annexed to the city of Chicago in 1889. Kenwood was once one of Chicago's most affluent neighborhoods, and it still has some of the largest single-family homes in the city. It contains two Chicago Landmark districts, Kenwood and North Kenwood. A large part of the southern half of the community area is in the Hyde Park-Kenwood Historic District. In recent years, Kenwood has received national attention as the home of former U.S. President Barack Obama.

The South Side is one of the three major sections of the city of Chicago, Illinois, United States. Geographically, it is the largest of the three sections of the city, with the other two being the North and West Sides. It radiates and lies south of the city's downtown area, the Chicago Loop.