| Rank | Player | Wins | Year | Age | ||
| 1. | Charley Radbourn* | 59 | 1884 | 29 | ||
| 2. | John Clarkson* | 53 | 1885 | 23 | ||
| 3. | Guy Hecker | 52 | 1884 | 28 | ||
| 4. | John Clarkson* | 49 | 1889 | 27 | ||
| 5. | Charlie Buffinton | 48 | 1884 | 22 | ||
| Charley Radbourn* | 48 | 1883 | 28 | |||
| 6. | John Ward* | 47 | 1879 | 19 | ||
| Al Spalding* | 47 | 1876 | 25 | |||
| 7. | Matt Kilroy | 46 | 1887 | 20 | ||
| Pud Galvin* | 46 | 1884 | 27 | |||
| Pud Galvin* | 46 | 1883 | 26 | |||
| 8. | Silver King | 45 | 1888 | 20 | ||
| Jim McCormick | 45 | 1880 | 23 | |||
| George Bradley | 45 | 1876 | 23 | |||
| 9. | Bill Hutchison | 44 | 1891 | 31 | ||
| Mickey Welch* | 44 | 1885 | 25 | |||
| 10. | Billy Taylor | 43 | 1884 | 29 | ||
| Will White | 43 | 1883 | 28 | |||
| Larry Corcoran | 43 | 1880 | 20 | |||
| Will White | 43 | 1879 | 24 | |||
| Tommy Bond | 43 | 1879 | 23 | |||
| 11. | Bill Hutchison | 42 | 1890 | 30 | ||
| Tim Keefe* | 42 | 1886 | 29 | |||
| Lady Baldwin | 42 | 1886 | 27 | |||
| 12. | Jack Chesbro* | 41 | 1904 | 29 | ||
| Ed Morris | 41 | 1886 | 23 | |||
| Dave Foutz | 41 | 1886 | 29 | |||
| Charlie Sweeney | 41 | 1884 | 21 | |||
| Tim Keefe* | 41 | 1883 | 26 | |||
| 13. | Ed Walsh* | 40 | 1908 | 27 | ||
| Bob Caruthers | 40 | 1889 | 25 | |||
| Bob Caruthers | 40 | 1885 | 21 | |||
| Bill Sweeney | 40 | 1884 | ||||
| Jim McCormick | 40 | 1884 | 27 | |||
| Will White | 40 | 1882 | 27 | |||
| Tommy Bond | 40 | 1878 | 22 | |||
| Tommy Bond | 40 | 1877 | 21 | |||
| 14. | Ed Morris | 39 | 1885 | 22 | ||
| Mickey Welch* | 39 | 1884 | 24 | |||
| John Ward* | 39 | 1880 | 20 | |||
| 15. | Kid Gleason | 38 | 1890 | 23 | ||
| John Clarkson* | 38 | 1887 | 25 | |||
| Toad Ramsey | 38 | 1886 | 21 | |||
| 16. | Christy Mathewson* | 37 | 1908 | 27 | ||
| Toad Ramsey | 37 | 1887 | 22 | |||
| Jack Lynch | 37 | 1884 | 27 | |||
| Tim Keefe* | 37 | 1884 | 27 | |||
| Jim Whitney | 37 | 1883 | 25 | |||
| Pud Galvin* | 37 | 1879 | 22 | |||
| 17. | Walter Johnson* | 36 | 1913 | 25 | ||
| Amos Rusie* | 36 | 1894 | 23 | |||
| Frank Killen | 36 | 1893 | 22 | |||
| Bill Hutchison | 36 | 1892 | 32 | |||
| Cy Young* | 36 | 1892 | 25 | |||
| Sadie McMahon | 36 | 1890 | 22 | |||
| John Clarkson* | 36 | 1886 | 24 | |||
| Tony Mullane | 36 | 1884 | 25 | |||
| Jim McCormick | 36 | 1882 | 25 | |||
| 18. | Joe McGinnity* | 35 | 1904 | 33 | ||
| Cy Young* | 35 | 1895 | 28 | |||
| Kid Nichols* | 35 | 1892 | 22 | |||
| Jack Stivetts | 35 | 1892 | 24 | |||
| Sadie McMahon | 35 | 1891 | 23 | |||
| Ed Seward | 35 | 1888 | 20 | |||
| Tim Keefe* | 35 | 1888 | 31 | |||
| Tim Keefe* | 35 | 1887 | 30 | |||
| Larry Corcoran | 35 | 1884 | 24 | |||
| Tony Mullane | 35 | 1883 | 24 | |||
| Jim Devlin | 35 | 1877 | 27 | |||
| 19. | Joe Wood | 34 | 1912 | 22 | ||
| Cy Young* | 34 | 1893 | 26 | |||
| Kid Nichols* | 34 | 1893 | 23 | |||
| George Haddock | 34 | 1891 | 24 | |||
| Mark Baldwin | 34 | 1890 | 26 | |||
| Scott Stratton | 34 | 1890 | 20 | |||
| Silver King | 34 | 1889 | 21 | |||
| Elton Chamberlain | 34 | 1889 | 21 | |||
| Elmer Smith | 34 | 1887 | 19 | |||
| Ed Morris | 34 | 1884 | 21 | |||
| Will White | 34 | 1884 | 29 | |||
| Larry Corcoran | 34 | 1883 | 23 | |||
| Mickey Welch* | 34 | 1880 | 20 | |||
| 20. | Pete Alexander* | 33 | 1916 | 29 | ||
| Walter Johnson* | 33 | 1912 | 24 | |||
| Christy Mathewson* | 33 | 1904 | 23 | |||
| Cy Young* | 33 | 1901 | 34 | |||
| Jouett Meekin | 33 | 1894 | 27 | |||
| Amos Rusie* | 33 | 1893 | 22 | |||
| Jack Stivetts | 33 | 1891 | 23 | |||
| John Clarkson* | 33 | 1891 | 29 | |||
| Amos Rusie* | 33 | 1891 | 20 | |||
| John Clarkson* | 33 | 1888 | 26 | |||
| Tony Mullane | 33 | 1886 | 27 | |||
| Mickey Welch* | 33 | 1886 | 26 | |||
| Henry Porter | 33 | 1885 | 26 | |||
| Dave Foutz | 33 | 1885 | 28 | |||
| Charley Radbourn* | 33 | 1882 | 27 | |||
| 21. | Cy Young* | 32 | 1902 | 35 | ||
| Kid Nichols* | 32 | 1894 | 24 | |||
| Gus Weyhing | 32 | 1892 | 25 |