Pillow Academy (PA) is an independent, co-educational college preparatory school in unincorporated Leflore County, Mississippi, near Greenwood. It was founded by white parents in 1966 as a segregation academy to avoid having their children attend school with blacks.

Leflore County is a county located in the U.S. state of Mississippi. As of the 2020 census, the population was 28,339. The county seat is Greenwood. The county is named for Choctaw leader Greenwood LeFlore, who signed a treaty to cede his people's land to the United States in exchange for land in Indian Territory. LeFlore stayed in Mississippi, settling on land reserved for him in Tallahatchie County.