List of mayors of Charleston, Missouri
The city of Charleston, Missouri, located in Missouri's 8th congressional district in southeastern Missouri, is the county seat and the largest city of Mississippi County, Missouri. The city was incorporated in 1872.
| Mayor | Took office | Left office | Additional information |
| Thomas Jefferson Johns | c. 1917–1918, He was born in Ontario, Canada. | ||
| Willis Ransom McCracken | c. 1943 | c. 1946 | He was born in Ontario, Canada, and twice served as mayor. |
| Robert R. Davis | c. 1946 | c. 1948 | |
| R. B. Patterson | c. 1948 | c. 1950 | |
| Paul Moore | c. 1950 | 1952 | |
| Robert R. Davis | 1952 | ||
| Max Friedman | 1952 | 1954 | |
| Charles A. Goodin | c. 1955 | ||
| James Atteberry | 1955 | 1956 | He served in the US Army during World War II. |
| Max Friedman | c. 1956 | c. 1957 | |
| Charles I. Lutz Jr. | 1957 | 1959 | He was a U.S. Army colonel. |
| Arthur J. "Buck" Drinkwater Jr. | 1959 | 1960 | |
| Dr. Thomas Page Fenton | 1961 | 1962 | Died before his wife Dr. Alouise Carter Fenton. |
| E. R. Putnam | c. 1962 | c. 1963 | |
| William G. Knight | 1963 | 1964 | |
| Philip James "Pete" Ponder | c. 1964 | c. 1965 | He served three terms as mayor and owned and operated a car dealership and an equipment company. |
| R. B. Logan Jr. | c. 1965 | c. 1965 | |
| Charles E. Wright | c. 1965 | c. 1966 | |
| Dr. Thomas Page Fenton | 1967 | 1968 | |
| Joseph Willis Layton Sr | 1969 | 1970 | 3rd Generation Mayor son of Carl William Layton, grandson of Willis Ransom McCracken. Born 1933 in Charleston, Missouri. |
| Sam E. Story Sr. | 1971 | 1972 | He served in U.S. Navy during the Korean War. |
| Charles Richard Williams Sr. | 1972 | c. 1973 | Charleston's first black mayor. In 1974, he became a founding member of the Black Mayors Conference in Fayette, Mississippi. He owned three funeral homes. |
| Dr. Lowell Nicholas | 1973 | 1974 | He was a dentist from Arkansas. |
| William G. Knight | 1975 | 1976 | |
| Duane Eastman | c. 1976 | c. 1978 | |
| Jackie Whiteside | 1979 | 1980 | |
| Ernest Carman | 1980 | c. 1981 | |
| Don Daughhetee | 1981 | 1982 | He served as sergeant major during World War II. |
| Howard Terry Rowe | 1983 | 1984 | He had a master's degree in speech pathology and served in the U.S. Navy on the USS Thetis Bay which was President Kennedy's helicopter ship. |
| Jackie Whiteside | 1985 | 1986 | |
| Larry Smith | 1987 | 1988 | |
| Howard Terry Rowe | 1989 | 1990 | |
| Don Daughhetee | 1990 | c. 1992 | |
| Jackie Whiteside | c. 1992 | c. 1994 | |
| Larry Smith | 1996 | 1998 | |
| Jackie Whiteside | 1998 | 2000 | |
| Jackie Whiteside | c. 2006 | c. 2008 | |
| Philip Halter | 2022 | ||
| Michael Jones | |||
| Richard Toon | 2022 | Present |