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| Single-Season Wins Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Wins | IP | Year | Career Leaderboard |
| 1. | Ernesto Mejias | 22 | 248.0 | 2007 | |
| 2. | John Moronta | 21 | 257.7 | 2008 | |
| Jack Smith | 21 | 237.0 | 2008 | ||
| 4. | Ernesto Mejias | 20 | 228.7 | 2008 | |
| 5. | John Moronta | 19 | 270.0 | 2009 | |
| Jack Smith | 19 | 211.3 | 2009 | ||
| 7. | John Porter | 18 | 272.3 | 2009 | |
| Michael Davis | 18 | 242.3 | 2008 | ||
| 9. | David Jarvis | 17 | 223.3 | 2008 | |
| Victor McFaddin | 17 | 211.0 | 2007 | ||
| 11. | Robert Welsch | 16 | 214.0 | 2009 | |
| Daniel Smail | 16 | 202.3 | 2009 | ||
| Telmo Cosenza | 16 | 233.0 | 2008 | ||
| Ronnie Nesmith | 16 | 205.0 | 2008 | ||
| Angel Barbosa | 16 | 192.3 | 2008 | ||
| Telmo Cosenza | 16 | 247.0 | 2007 | ||
| John Moronta | 16 | 239.3 | 2007 | ||
| Silvio Perez | 16 | 233.7 | 2007 | ||
| Joshua Grothe | 16 | 224.7 | 2007 | ||
| Guillermo Torres | 16 | 188.3 | 2007 | ||
| 21. | Carlos Leal | 15 | 220.3 | 2009 | |
| Victor McFaddin | 15 | 218.3 | 2009 | ||
| Jermaine Spates | 15 | 211.7 | 2009 | ||
| Ronnie Nesmith | 15 | 211.0 | 2009 | ||
| David Hemphill | 15 | 201.7 | 2009 | ||
| Fredrick Planas | 15 | 198.7 | 2009 | ||
| Paul Therrien | 15 | 222.7 | 2008 | ||
| William Tuggle | 15 | 195.0 | 2008 | ||
| Dillon Crawford | 15 | 222.3 | 2007 | ||
| Paul Therrien | 15 | 219.0 | 2007 | ||
| 31. | William Tuggle | 14 | 230.7 | 2009 | |
| Garret Reyes | 14 | 215.3 | 2009 | ||
| Jim Lenahan | 14 | 208.0 | 2009 | ||
| Conrado Amezcua | 14 | 175.7 | 2009 | ||
| Man Mattia | 14 | 215.3 | 2008 | ||
| Alvin Medina | 14 | 213.0 | 2008 | ||
| Yong Beller | 14 | 204.7 | 2008 | ||
| David Hemphill | 14 | 191.7 | 2008 | ||
| Robert Welsch | 14 | 238.0 | 2007 | ||
| Michael Davis | 14 | 227.7 | 2007 | ||
| Oswaldo Acuņa | 14 | 219.0 | 2007 | ||
| James Barton | 14 | 216.3 | 2007 | ||
| Manny Quijada | 14 | 206.3 | 2007 | ||
| Virgil Haugh | 14 | 183.0 | 2007 | ||
| Stephen Pope | 14 | 176.0 | 2007 | ||
| 46. | Hideki Suzuki | 13 | 225.0 | 2009 | |
| Vernon Olguin | 13 | 230.3 | 2008 | ||
| Byron Hernandez | 13 | 220.0 | 2008 | ||
| Hector Ferrer | 13 | 218.7 | 2008 | ||
| Kenneth Robinson | 13 | 216.0 | 2008 | ||
| David Borges | 13 | 193.3 | 2008 | ||
| Guillermo Torres | 13 | 192.0 | 2008 | ||
| David Jarvis | 13 | 256.0 | 2007 | ||
| Juan Martinez | 13 | 224.0 | 2007 | ||
| Matthew Sanchez | 13 | 214.7 | 2007 | ||
| 56. | Paul Therrien | 12 | 243.3 | 2009 | |
| John Barrett | 12 | 215.3 | 2009 | ||
| Yong Beller | 12 | 203.3 | 2009 | ||
| Silvio Perez | 12 | 187.0 | 2009 | ||
| Brandon Jarrett | 12 | 178.3 | 2009 | ||
| Fidel Havana | 12 | 211.7 | 2008 | ||
| Dillon Crawford | 12 | 202.0 | 2008 | ||
| Brandon Jarrett | 12 | 201.3 | 2008 | ||
| Daniel Smail | 12 | 163.3 | 2008 | ||
| John Suggs | 12 | 213.7 | 2007 | ||
| Jim Lenahan | 12 | 205.7 | 2007 | ||
| Marvin Hawkins | 12 | 192.7 | 2007 | ||
| David Hemphill | 12 | 186.3 | 2007 | ||
| Angel Barbosa | 12 | 168.0 | 2007 | ||
| 70. | Dillon Crawford | 11 | 226.0 | 2009 | |
| David Jarvis | 11 | 213.3 | 2009 | ||
| John Flora | 11 | 211.3 | 2009 | ||
| Robert Amundson | 11 | 202.7 | 2009 | ||
| Telmo Cosenza | 11 | 200.7 | 2009 | ||
| Adan Gingras | 11 | 193.3 | 2009 | ||
| Gregory Micco | 11 | 187.3 | 2009 | ||
| James Barton | 11 | 216.3 | 2008 | ||
| Oscar Moreno | 11 | 211.3 | 2008 | ||
| Robert Welsch | 11 | 209.7 | 2008 | ||
| Carlos Leal | 11 | 186.0 | 2008 | ||
| Felix Pedraza | 11 | 183.3 | 2008 | ||
| Walter Frost | 11 | 158.7 | 2008 | ||
| Gregory Micco | 11 | 217.0 | 2007 | ||
| John Flora | 11 | 201.7 | 2007 | ||
| Vernon Olguin | 11 | 183.0 | 2007 | ||
| Ruben Olmeda | 11 | 178.0 | 2007 | ||
| Alvin Medina | 11 | 175.0 | 2007 | ||
| Larry Gloss | 11 | 165.0 | 2007 | ||
| Jeff Mullett | 11 | 83.7 | 2007 | ||
| Michinari Bokkai | 11 | 71.3 | 2007 | ||
| 91. | Albert Martineau | 10 | 233.0 | 2009 | |
| Guillermo Torres | 10 | 206.0 | 2009 | ||
| Ernesto Mejias | 10 | 185.3 | 2009 | ||
| Wilfredo Erazo | 10 | 169.3 | 2009 | ||
| Brian Kuffrey | 10 | 106.7 | 2009 | ||
| Erik Wells | 10 | 100.7 | 2009 | ||
| Carl Litz | 10 | 94.0 | 2009 | ||
| Rob Rodriguz | 10 | 83.0 | 2009 | ||
| Marquis Moir | 10 | 65.7 | 2009 | ||
| Bill Inman | 10 | 224.7 | 2008 |
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