| Name | Years | |
|---|---|---|
| Ernest Barnard | 1903–1927 | |
| Bob McRoy | 1916–1917 | |
| Billy Evans | 1927–1935 | |
| C.C. Slapnicka | 1935–1941 | |
| Roger Peckinpaugh | 1941–1946 | |
| Bill Veeck | 1946–1949 | |
| Hank Greenberg | 1950–1957 | |
| Frank Lane | 1957–1961 | |
| Gabe Paul | 1961–1973 | |
| Phil Seghi | 1973–1985 | |
| Joe Klein | 1985–1987 | |
| Hank Peters | 1987–1991 | |
| John Hart | 1991–2001 | |
| Mark Shapiro | 2001–2010 | |
| Chris Antonetti | 2010–2015 | |
| Mike Chernoff | 2015–present |
| Name | Years | |
|---|---|---|
| Charles W. Somers | 1900–1916 | |
| Jim Dunn | 1916–1922 | |
| Dunn estate | 1922–1927 | |
| Alva Bradley | 1927–1946 | |
| Bill Veeck | 1946–1949 | |
| Ellis Ryan | 1949–1952 | |
| Myron H. Wilson | 1953–1956 | |
| William R. Daley | 1956–1962 | |
| Gabe Paul | 1963–1966 | |
| Vernon Stouffer | 1967–1972 | |
| Nick Mileti | 1972–1976 | |
| Ted Bonda | 1977–1978 | |
| Steve O'Neill | 1978–1983 | |
| O'Neill estate | 1983–1986 | |
| Richard Jacobs | 1986–2000 | |
| Dolan family (Larry, Paul, Matt) | 2000–present | |
| David Blitzer | 2022–present |