Chickasha is a city in and the county seat of Grady County, Oklahoma, United States. The population was 16,051 at the 2020 census, a 0.1% increase from 2010. The city is named for and strongly connected to Native American heritage, as "Chickasha" (Chikashsha) is the Choctaw word for Chickasaw. Chickasha is home to the University of Science and Arts of Oklahoma.

Grady County is a county located in the U.S. state of Oklahoma. As of the 2020 census, the population was 54,795. Its county seat is Chickasha. It was named for Henry W. Grady, an editor of the Atlanta Constitution and southern orator.