Kenwood Academy is a comprehensive public 4–year high school, with a middle school magnet program for gifted students, located in the 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 Academy's neighborhood attendance boundary for admission to high school (9th grade) is Kenwood and 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 neighborhood high school, Kenwood has a city-wide 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.