| Year | Year2 | Years | Name | Wins | Losses | Win % | Champs | Playoffs | Tenure | Notes |
|---|---|---|---|---|---|---|---|---|---|---|
| 2011 | 2018 | 2011-2018 | Chris Antonetti | 661 | 578 | .533 | 1 | 8 | ||
| 2002 | 2010 | 2002-2010 | Mark Shapiro | 704 | 754 | .483 | 1 | 9 | ||
| 1991 | 2001 | 1991-2001 | John Hart | 927 | 786 | .541 | 0 | 6 | 11 | |
| 1988 | 1990 | 1988-1990 | Hank Peters | 228 | 258 | .469 | 0 | 3 | ||
| 1986 | 1987 | 1986-1987 | Joe Klein | 145 | 179 | .448 | 0 | 2 | ||
| 1973 | 1985 | 1973-1985 | Phil Seghi | 943 | 1091 | .464 | 0 | 13 | ||
| 1961 | 1972 | 1961-1972 | Gabe Paul | 717 | 733 | .494 | 0 | 9 | ||
| 1969 | 1971 | 1969-1971 | Alvin Dark Gabe Paul | 122 | 201 | .378 | 0 | 2 | ||
| 1970 | 1970 | 1970 | Alvin Dark | 76 | 86 | .469 | 0 | 1 | ||
| 1958 | 1960 | 1958-1960 | Frank Lane | 242 | 219 | .525 | 0 | 3 | ||
| 1950 | 1957 | 1950-1957 | Hank Greenberg | 738 | 493 | .600 | 0 | 1 | 8 | |
| 1947 | 1949 | 1947-1949 | Bill Veeck | 266 | 197 | .575 | 1 | 1 | 3 | |
| 1941 | 1946 | 1941-1946 | Roger Peckinpaugh | 445 | 469 | .487 | 0 | 6 | ||
| 1935 | 1940 | 1935-1940 | Cy Slapnicka | 507 | 414 | .550 | 0 | 6 | ||
| 1927 | 1934 | 1927-1934 | Billy Evans | 615 | 609 | .502 | 0 | 8 | ||
| 1903 | 1926 | 1903-1926 | Ernest Barnard | 1728 | 1586 | .521 | 1 | 1 | 22 | |
| 1916 | 1917 | 1916-1917 | Bob McRoy | 165 | 143 | .536 | 0 | 2 | ||
