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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Scott Fitzpatrick | 413 | 2038-2060 | |
| 2 | José Álvarez# | 387 | 2046-2066 | |
| 2 | Corey McDonald* | 387 | 2031-2052 | |
| 4 | Alfredo Perez* | 370 | 2012-2037 | |
| 5 | Greg Miller* | 369 | 2006-2023 | |
| 6 | Salvador Ibarra* | 364 | 2040-2058 | |
| 7 | Gaby Garza* | 356 | 2011-2034 | |
| 8 | Edwin Jackson* | 334 | 2003-2022 | |
| 9 | Roger Clemens* | 332 | 1984-2005 | |
| 9 | Greg Hill* | 332 | 2037-2056 | |
| 9 | Juan Rodríguez | 332 | 2044-2063 | |
| 12 | Arthur Breckenridge* | 328 | 2016-2038 | |
| 13 | Mark Prior* | 326 | 2002-2019 | |
| 14 | Steve Carlton* | 320 | 1965-1988 | |
| 14 | Leon Rodriguez* | 320 | 2019-2037 | |
| 16 | Amando Demony* | 318 | 2031-2053 | |
| 17 | Roland Noyola* | 310 | 2009-2027 | |
| 18 | Teodoro Erazo* | 300 | 2017-2040 | |
| 18 | Alfred Fellers* | 300 | 2009-2027 | |
| 20 | Greg Maddux* | 299 | 1986-2004 | |
| 21 | Neill Oulton* | 297 | 2038-2054 | |
| 22 | Mike Beasley# | 296 | 2050-2066 | |
| 23 | César Salinas# | 292 | 2046-2066 | |
| 24 | Ching Lung Lo | 286 | 2006-2028 | |
| 25 | Gerardo García* | 285 | 2033-2051 | |
| 26 | Phil Niekro* | 284 | 1966-1987 | |
| 27 | Earl French* | 283 | 2031-2048 | |
| 28 | Robin Roberts | 281 | 1948-1965 | |
| 29 | Nick Kelly* | 280 | 2034-2054 | |
| 30 | Jesse Bashaw# | 278 | 2050-2066 | |
| 30 | Leland Patterson | 278 | 2030-2050 | |
| 32 | Teinosuke Maekawa* | 276 | 2031-2048 | |
| 33 | Shinsui Kichida | 275 | 2032-2049 | |
| 33 | Tony Paylor* | 275 | 2035-2049 | |
| 35 | Gerald Donaldson* | 271 | 2010-2029 | |
| 36 | Joel Pineiro | 270 | 2000-2018 | |
| 37 | William Hill | 268 | 2029-2048 | |
| 37 | Jim Palmer* | 268 | 1965-1984 | |
| 37 | Robert Sayler | 268 | 2016-2037 | |
| 40 | Miguel Duran | 267 | 2017-2034 | |
| 40 | Santiago Torres | 267 | 2027-2043 | |
| 42 | Jeffrey Bancroft | 266 | 2041-2058 | |
| 42 | Bob Feller* | 266 | 1936-1956 | |
| 42 | Eppa Rixey* | 266 | 1912-1933 | |
| 45 | Cam Briggs* | 265 | 2031-2050 | |
| 46 | Mike Mussina | 264 | 1991-2007 | |
| 47 | Cy Young* | 263 | 1899-1910 | |
| 48 | Salvador Rangel | 262 | 2027-2048 | |
| 49 | Doug Bennett | 261 | 2042-2061 | |
| 49 | Thomas Diamond* | 261 | 2008-2021 | |
| 51 | John Keller | 260 | 2047-2065 | |
| 51 | Freddy Rodríguez | 260 | 2035-2053 | |
| 53 | Tom Glavine* | 259 | 1987-2004 | |
| 53 | Charles West | 259 | 2039-2056 | |
| 55 | Roy Halladay | 258 | 1998-2016 | |
| 56 | Randy Johnson* | 256 | 1989-2006 | |
| 56 | Jerry Smith | 256 | 2017-2034 | |
| 58 | César Mendoza* | 255 | 2032-2048 | |
| 58 | Rubén Rodríguez# | 255 | 2046-2065 | |
| 60 | Bert Blyleven | 254 | 1970-1988 | |
| 61 | Bob Gibson | 251 | 1959-1975 | |
| 62 | Manuel González* | 250 | 2039-2053 | |
| 62 | Xavier López | 250 | 2042-2058 | |
| 62 | Júlio Palma# | 250 | 2050-2066 | |
| 65 | Roberto Rivera | 249 | 2030-2050 | |
| 66 | Travis Alexander | 248 | 2036-2053 | |
| 67 | Brandon Webb | 247 | 2003-2020 | |
| 68 | Stanley Desimone# | 246 | 2052-2066 | |
| 69 | C.C. Sabathia | 245 | 2001-2018 | |
| 70 | Higinio Bueno | 241 | 2022-2039 | |
| 71 | Norberto López* | 239 | 2041-2058 | |
| 72 | Desmond Greenwood | 238 | 2045-2061 | |
| 73 | Steve Hillery | 237 | 2016-2034 | |
| 73 | Barry Zito | 237 | 2000-2018 | |
| 75 | Pete Alexander* | 236 | 1911-1930 | |
| 76 | José Manuel | 235 | 2036-2051 | |
| 77 | Chris Ashling# | 234 | 2056-2066 | |
| 78 | William Benefiel* | 233 | 2023-2036 | |
| 78 | Hai Fons | 233 | 2010-2029 | |
| 78 | Andy Merritt# | 233 | 2051-2066 | |
| 81 | Tony Venegas | 232 | 2011-2024 | |
| 82 | Mark Buehrle | 230 | 2000-2015 | |
| 83 | Viriato Malh* | 229 | 2036-2055 | |
| 83 | Dustin McGowan | 229 | 2004-2020 | |
| 83 | Emory Osborn | 229 | 2026-2044 | |
| 86 | Paul Carvalho | 228 | 2023-2040 | |
| 87 | Tony Palácios | 227 | 2041-2057 | |
| 87 | Román Pérez | 227 | 2029-2045 | |
| 89 | Brett Myers | 225 | 2002-2017 | |
| 89 | Carl Richardson | 225 | 2034-2055 | |
| 91 | Jame Raskin | 223 | 2017-2033 | |
| 92 | Tyler Clippard | 222 | 2006-2022 | |
| 92 | Royce Roberts | 222 | 2034-2051 | |
| 94 | Bob Flory | 221 | 2016-2036 | |
| 95 | Ernesto Nava# | 220 | 2055-2066 | |
| 96 | Ron Francis# | 219 | 2051-2066 | |
| 96 | Rubén González | 219 | 2033-2051 | |
| 96 | John Zinn | 219 | 2019-2034 | |
| 99 | Willie Calhoun | 218 | 2022-2039 | |
| 100 | Sergio Chavarriaga | 216 | 2027-2042 |
