Managers
| Manager | Years | Seasons | G | W | L | PCT |
|---|---|---|---|---|---|---|
| Sam Perlozzo | 2003–2007 | 4 | 301 | 128 | 173 | .425 |
| Bob Coleman | 1943–1945 | 3 | 295 | 128 | 165 | .437 |
| Lon Knight | 1883–1884 | 2 | 207 | 127 | 78 | .620 |
| Ray Knight | 1996–2003 | 3 | 262 | 125 | 137 | .477 |
| Dave Miley | 2003–2005 | 3 | 289 | 125 | 164 | .433 |
| Webster McDonald | 1932–1936 | 4 | 244 | 125 | 111 | .530 |
| Johnny Neun | 1946–1948 | 3 | 268 | 125 | 143 | .466 |
| George Scales | 1932–1947 | 8 | 293 | 125 | 157 | .443 |
| Mel McGaha | 1962–1965 | 3 | 297 | 123 | 173 | .416 |
| Bob O'Farrell | 1927–1934 | 2 | 244 | 122 | 121 | .502 |
| Dick Sisler | 1964–1965 | 2 | 215 | 121 | 94 | .563 |
| Charlie Morton | 1884–1890 | 3 | 282 | 121 | 153 | .442 |
| Lew Fonseca | 1932–1934 | 3 | 318 | 120 | 196 | .380 |
| Stump Merrill | 1990–1991 | 2 | 275 | 120 | 155 | .436 |
| Phil Nevin | 2022–2023 | 2 | 268 | 119 | 149 | .444 |
| Ryne Sandberg HOF | 2013–2015 | 3 | 278 | 119 | 159 | .428 |
| Jim Fanning | 1981–1984 | 3 | 219 | 116 | 103 | .530 |
| Jayce Tingler | 2020–2021 | 2 | 222 | 116 | 106 | .523 |
| Charles Wesley | 1924–1929 | 4 | 285 | 115 | 164 | .412 |
| Bill Phillips | 1914–1915 | 2 | 210 | 114 | 92 | .553 |
| Joe Williams HOF | 1916–1923 | 8 | 208 | 111 | 93 | .544 |
| Dan Wilson | 2024–2025 | 2 | 196 | 111 | 85 | .566 |
| Jimmy Williams | 1884–1888 | 3 | 282 | 110 | 169 | .394 |
| Sol White HOF | 1903–1924 | 9 | 191 | 110 | 76 | .591 |
| Bo Porter | 2013–2014 | 2 | 300 | 110 | 190 | .367 |
| Jud Wilson HOF | 1932–1939 | 4 | 224 | 110 | 108 | .505 |
| Don Gutteridge | 1969–1970 | 2 | 281 | 109 | 172 | .388 |
| Tommy Sampson | 1946–1947 | 2 | 203 | 109 | 91 | .545 |
| Ray Blades | 1939–1948 | 3 | 195 | 107 | 85 | .557 |
| George Davis HOF | 1895–1901 | 3 | 252 | 107 | 139 | .435 |
| Joe Kuhel | 1948–1949 | 2 | 308 | 106 | 201 | .345 |
| Jimmy Wood | 1871–1875 | 5 | 206 | 105 | 99 | .515 |
| Freddie Fitzsimmons | 1943–1945 | 3 | 286 | 104 | 180 | .366 |
| Bobby Mattick | 1980–1981 | 2 | 268 | 104 | 164 | .388 |
| Joe Hewitt | 1923–1932 | 5 | 244 | 103 | 140 | .424 |
| Luis Rojas | 2020–2021 | 2 | 220 | 102 | 118 | .464 |
| Ray Schalk HOF | 1927–1928 | 2 | 228 | 102 | 125 | .449 |
| Joe Frazier | 1976–1977 | 2 | 207 | 101 | 106 | .488 |
| Lena Blackburne | 1928–1929 | 2 | 232 | 99 | 133 | .427 |
| Buck Martinez | 2001–2002 | 2 | 212 | 99 | 113 | .467 |
| Jack Tighe | 1957–1958 | 2 | 203 | 99 | 104 | .488 |
| Grant Johnson | 1897–1912 | 13 | 189 | 98 | 87 | .530 |
| Chuck Cottier | 1984–1986 | 3 | 217 | 98 | 119 | .452 |
| Bill Bradley | 1905–1914 | 2 | 198 | 97 | 98 | .497 |
| George Mitchell | 1938–1943 | 5 | 228 | 96 | 124 | .436 |
| Marty McManus | 1932–1933 | 2 | 248 | 95 | 153 | .383 |
| Mike Quade | 2010–2011 | 2 | 199 | 95 | 104 | .477 |
| Larry Schlafly | 1914–1915 | 2 | 197 | 93 | 99 | .484 |
| Bob Skinner | 1968–1977 | 3 | 216 | 93 | 123 | .431 |
| Frank Howard | 1981–1983 | 2 | 226 | 93 | 133 | .412 |
Page 9 of 19 (931 total)