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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cy Young* | 511 | 1890-1911 | |
| 2 | Walter Johnson* | 453 | 1907-1930 | |
| 3 | Christy Mathewson* | 373 | 1900-1916 | |
| 4 | Pud Galvin | 364 | 1875-1892 | |
| 5 | Kid Nichols* | 361 | 1890-1906 | |
| 6 | Waite Hoyt | 344 | 1918-1940 | |
| 7 | Tim Keefe | 342 | 1880-1893 | |
| 8 | Lefty Grove# | 341 | 1925-1941 | |
| 9 | John Clarkson | 328 | 1882-1894 | |
| 10 | Eddie Plank* | 326 | 1901-1917 | |
| 11 | Eppa Rixey* | 311 | 1912-1935 | |
| 12 | Old Hoss Radbourn | 309 | 1881-1891 | |
| 13 | Mickey Welch | 307 | 1880-1892 | |
| 14 | Carl Hubbell# | 302 | 1928-1941 | |
| 15 | Bobby Mathews | 297 | 1871-1887 | |
| 16 | Tony Mullane | 284 | 1881-1894 | |
| 17 | Pete Alexander* | 277 | 1911-1929 | |
| 18 | Jim McCormick | 265 | 1878-1887 | |
| 19 | Red Faber* | 264 | 1914-1931 | |
| 19 | Gus Weyhing | 264 | 1887-1901 | |
| 21 | Al Spalding | 253 | 1871-1877 | |
| 22 | Dazzy Vance | 249 | 1915-1937 | |
| 22 | Vic Willis | 249 | 1898-1910 | |
| 24 | Joe McGinnity | 246 | 1899-1908 | |
| 25 | Jack J Powell | 245 | 1897-1912 | |
| 25 | Amos Rusie | 245 | 1889-1901 | |
| 27 | Herb Pennock | 240 | 1912-1934 | |
| 28 | Mordecai Brown* | 239 | 1903-1916 | |
| 29 | Red Ruffing# | 238 | 1924-1941 | |
| 29 | George Uhle | 238 | 1919-1936 | |
| 31 | Clark Griffith | 237 | 1891-1914 | |
| 31 | Sad Sam Jones | 237 | 1914-1936 | |
| 33 | Tommy Bond | 234 | 1874-1884 | |
| 34 | Charlie Buffinton | 233 | 1882-1892 | |
| 35 | Will White | 229 | 1877-1886 | |
| 36 | George Mullin | 228 | 1902-1915 | |
| 36 | Charlie Root# | 228 | 1923-1941 | |
| 38 | Burleigh Grimes | 220 | 1916-1932 | |
| 39 | Dizzy Dean# | 219 | 1930-1941 | |
| 40 | Bob Caruthers | 218 | 1884-1892 | |
| 40 | Hippo Vaughn* | 218 | 1908-1925 | |
| 42 | Earl Whitehill | 217 | 1923-1940 | |
| 43 | Bob Shawkey | 214 | 1913-1928 | |
| 44 | Chief Bender* | 212 | 1903-1917 | |
| 45 | Rube Walberg | 209 | 1923-1936 | |
| 46 | Eddie Cicotte* | 208 | 1905-1920 | |
| 46 | Jack Quinn | 208 | 1909-1928 | |
| 48 | Art Nehf | 204 | 1915-1930 | |
| 48 | Al Orth | 204 | 1895-1909 | |
| 50 | Silver King | 203 | 1886-1897 | |
| 50 | Jack Stivetts | 203 | 1889-1899 | |
| 52 | Jimmy Ring | 200 | 1917-1930 | |
| 53 | Bill Sherdel | 199 | 1918-1932 | |
| 54 | Jack Chesbro | 198 | 1899-1909 | |
| 54 | Bill Doak | 198 | 1912-1929 | |
| 54 | Freddie Fitzsimmons# | 198 | 1925-1941 | |
| 57 | Jesse Tannehill | 197 | 1894-1911 | |
| 57 | Adonis Terry | 197 | 1884-1897 | |
| 59 | Jesse Haines | 195 | 1918-1936 | |
| 59 | Ed Walsh* | 195 | 1904-1917 | |
| 61 | Sam Leever | 194 | 1898-1910 | |
| 62 | Paul Derringer# | 193 | 1931-1941 | |
| 62 | Rube Waddell* | 193 | 1897-1910 | |
| 64 | Rube Marquard* | 191 | 1908-1924 | |
| 64 | Jim Whitney | 191 | 1881-1890 | |
| 66 | Deacon Phillippe | 189 | 1899-1911 | |
| 66 | Doc White | 189 | 1901-1913 | |
| 66 | Tom Zachary | 189 | 1918-1938 | |
| 69 | Brickyard Kennedy | 187 | 1892-1903 | |
| 70 | Bill Donovan | 186 | 1898-1918 | |
| 70 | Lee Meadows | 186 | 1915-1929 | |
| 72 | Hooks Dauss | 184 | 1912-1924 | |
| 73 | Red Ames | 183 | 1903-1919 | |
| 73 | Rube Benton | 183 | 1910-1930 | |
| 73 | Bill Hutchinson | 183 | 1884-1897 | |
| 76 | Babe Adams | 182 | 1906-1927 | |
| 76 | Bill Hallahan | 182 | 1926-1938 | |
| 76 | Ed Reulbach | 182 | 1905-1917 | |
| 79 | Howard Ehmke | 181 | 1915-1932 | |
| 80 | Ted Lyons# | 179 | 1923-1941 | |
| 80 | Slim Sallee | 179 | 1908-1924 | |
| 82 | Wilbur Cooper | 178 | 1912-1926 | |
| 83 | Tommy Bridges# | 177 | 1930-1941 | |
| 83 | Larry Corcoran | 177 | 1880-1887 | |
| 83 | Stan Coveleski | 177 | 1912-1927 | |
| 83 | Dolf Luque | 177 | 1914-1934 | |
| 87 | Frank Dwyer | 176 | 1888-1899 | |
| 88 | Chick Fraser | 175 | 1896-1909 | |
| 89 | Guy Hecker | 173 | 1882-1890 | |
| 89 | Sadie McMahon | 173 | 1889-1897 | |
| 91 | George Bradley | 171 | 1875-1884 | |
| 91 | Ed Morris | 171 | 1884-1890 | |
| 93 | Bill Dinneen | 170 | 1898-1909 | |
| 93 | Dutch Leonard | 170 | 1913-1927 | |
| 95 | Pink Hawley | 167 | 1892-1901 | |
| 95 | Van Mungo# | 167 | 1931-1941 | |
| 97 | Lon Warneke# | 165 | 1930-1941 | |
| 98 | Red Donahue | 164 | 1893-1906 | |
| 98 | Frank Killen | 164 | 1891-1900 | |
| 98 | Monte Ward | 164 | 1878-1894 |
