Map - Ashburn, Chicago (Ashburn)

Ashburn, one of Chicago's 77 community areas, is located on the south side of the city. Greater Ashburn covers nearly five square miles. The approximate boundaries of Ashburn are 72nd Street (north), Western Avenue (east), 87th Street (south) and Cicero Avenue (west).

Ashburn, which got its name as the dumping site for the city's ashes, was slow to experience growth at the beginning of the 20th century. In 1893, the "Clarkdale" subdivision was planned near 83rd and Central Park Avenue along the new Chicago and Grand Trunk Railway, with only 19 homes built in the first 50 years. The early residents were Dutch, Swedish and Irish. Ashburn opened Ashburn Flying Field, the first airfield in Chicago, in 1916, becoming the home to the E. M. Laird Airplane Company. The marshy airfield closed in 1939. The post-World War II economic boom, the industrial boom of Ford City, and the baby boom all contributed to population growth in the 1950s and 1960s. Affordable home prices and proximity to the Chicago Loop helped the boom. Before Bogan High School was built, and before the area west of Pulaski Road was developed, ash 'heaps' were visible in the area south of Ford City but north of 79th Street.

Along the southern edge of Ashburn, the square mile to the west is known as Scottsdale (due to the developer naming the area after his son, Scott) or St. Bede Parish. The center square mile is known as Ashburn or St. Denis Parish (which includes the now-defunct St. Denis Grammar School), and the easternmost square mile is known as Wrightwood, St. Thomas More Parish. The population of Greater Ashburn was predominantly Irish-Catholic until the 1990s when the area began to diversify with the migration of the African Americans moving in and the whites moving out. The economic landscape of the community began to suffer when the whites relocated, taking establishments that they often owned, out of the community. In the 1950s, St. Denis Grammar School served more than 2,000 children, many of whom were in classrooms of 40+ students each. Classes during the 1959 White Sox 1959 World Series were held in the basement of the school due to overcrowding. There were also two shifts of school grades for grade 4. The pastors at St. Denis (Father Doyle, Father Hanley and Father Fullmer) were devoted to expanding the facilities and serving the Catholics, but could never have enough classrooms to house all the Catholic children in the classrooms in the mid to late 1950s. There was a satellite school at Springfield Avenue & 82nd Place in the early 1950s, and Dawes Elementary was filled, so much so that new schools, Carroll and Hancock, were built shortly after Dawes Elementary.

In 1999, The New York Times did an article on the Ashburn neighborhood as a case study in the difficulties of neighborhood integration in Chicago. Wrightwood, to the east, was the first section of the neighborhood to integrate, becoming dominantly African-American. Ashburn experienced a significant transition to a racially blended middle-class population of firefighters, policemen and policewomen, teachers, and other city workers. Scottsdale, to the west, has remained predominately white.

A WBEZ report conducted in July 2017 regarding Ashburn's continued segregation issues of becoming more segregated in time indicated, "Ashburn has seen a lot of racial change since 1990 and appears to be integrated - at least on paper." It further states that Ashburn is the only neighborhood in Chicago with a dominant middle class black population, to add black residents from 2000 - 2010, at a time when black people have been leaving the city in droves.