Kenwood Academy is a comprehensive public 4–year high school and magnet middle school located in the Hyde Park–Kenwood neighborhood on the south side of Chicago, Illinois, United States. Operated by the Chicago Public Schools (CPS) district, Kenwood opened in temporary quarters in 1966 and in its permanent building in 1969. Kenwood limits acceptance of high school students to those living in Hyde Park: from Lake Michigan to Cottage Grove Avenue east to west, and 47th to the Midway Plaisance north to south. Kenwood was recognized as a School of Distinction for its academic achievement and a Model School by the International Center for Leadership in Education in 2004. In addition to being a local high school, Kenwood has a magnet program that accepts students entering into 7th grade who pass a rigorous admissions test. The magnet program accepts students citywide using a random lottery with a standing of 6 or higher in both reading and math.

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.