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| Single-Season OSLG Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | OSLG | IP | Year | Career Leaderboard |
| 1. | Richard Menzies | .2389 | 227.3 | 2012 | |
| 2. | Mark Prior * | .2438 | 279.3 | 2009 | |
| 3. | Mark Prior * | .2475 | 252.3 | 2013 | |
| 4. | Mark Prior * | .2483 | 244.3 | 2011 | |
| 5. | Mark Prior * | .2483 | 206.3 | 2014 | |
| 6. | Larry Strope | .2497 | 239.3 | 2015 | |
| 7. | Korey Mathison | .2505 | 290.7 | 2021 | |
| 8. | Carlos Silva | .2535 | 197.0 | 2014 | |
| 9. | Mark Prior * | .2549 | 264.0 | 2006 | |
| 10. | Richard Menzies | .2557 | 194.3 | 2013 | |
| 11. | Richard Menzies | .2569 | 210.7 | 2015 | |
| 12. | Roger Heitman | .2574 | 249.0 | 2013 | |
| 13. | Larry Strope | .2584 | 206.0 | 2014 | |
| 14. | Augustine Stearn | .2586 | 242.0 | 2022 | |
| 15. | J.D. Martin | .2589 | 231.0 | 2018 | |
| 16. | Mark Prior * | .2590 | 227.7 | 2018 | |
| 17. | Hosea Buendia | .2593 | 220.0 | 2018 | |
| 18. | Roger Heitman | .2609 | 170.7 | 2017 | |
| 19. | Augustine Stearn | .2612 | 248.3 | 2021 | |
| 20. | Mark Prior * | .2613 | 185.7 | 2015 | |
| 21. | Anthony Lezama | .2654 | 236.3 | 2019 | |
| 22. | Mark Prior * | .2667 | 238.7 | 2008 | |
| 23. | Carlos Zambrano | .2669 | 233.7 | 2011 | |
| 24. | Felipe Granados | .2690 | 263.7 | 2019 | |
| 25. | Zachery Hickman | .2695 | 245.0 | 2022 | |
| 26. | Josh Beckett | .2700 | 222.7 | 2008 | |
| 27. | Amadeo Samaniego | .2703 | 188.3 | 2016 | |
| 28. | Lewis Washburn | .2703 | 257.7 | 2019 | |
| 29. | Roy Halladay | .2707 | 243.3 | 2007 | |
| 30. | Joseph Delagarza | .2709 | 224.7 | 2021 | |
| 31. | Bobby Jenks | .2710 | 215.0 | 2015 | |
| 32. | Dennis Baley | .2716 | 253.7 | 2022 | |
| 33. | Douglas Mondy | .2716 | 198.7 | 2020 | |
| 34. | Roger Heitman | .2717 | 210.7 | 2015 | |
| 35. | Roy Halladay | .2722 | 275.0 | 2009 | |
| 36. | Mark Prior * | .2728 | 260.7 | 2005 | |
| 37. | Augustine Stearn | .2734 | 236.7 | 2018 | |
| 38. | Bennie Hamblin | .2737 | 234.3 | 2018 | |
| 39. | Rick Ankiel | .2742 | 171.7 | 2014 | |
| 40. | Larry Strope | .2746 | 261.0 | 2009 | |
| 41. | Roger Heitman | .2751 | 245.3 | 2016 | |
| 42. | Larry Strope | .2764 | 224.0 | 2007 | |
| 43. | Dennis Baley | .2766 | 240.7 | 2021 | |
| 44. | Mark Prior * | .2772 | 268.0 | 2007 | |
| 45. | Rick Ankiel | .2776 | 205.7 | 2013 | |
| 46. | Lewis Washburn | .2779 | 239.0 | 2021 | |
| 47. | Roy Halladay | .2782 | 240.7 | 2008 | |
| 48. | Josh Beckett | .2789 | 189.7 | 2007 | |
| 49. | Roy Halladay | .2798 | 266.3 | 2006 | |
| 50. | Larry Strope | .2800 | 240.0 | 2010 | |
| 51. | Korey Mathison | .2800 | 261.7 | 2019 | |
| 52. | Bennie Hamblin | .2810 | 224.7 | 2019 | |
| 53. | Mark Prior * | .2814 | 224.3 | 2017 | |
| 54. | Jerome Williams | .2833 | 243.3 | 2007 | |
| 55. | Ronnie Holter | .2834 | 171.3 | 2021 | |
| 56. | Kevin Rockey | .2845 | 219.0 | 2018 | |
| 57. | Josh Beckett | .2846 | 221.0 | 2006 | |
| 58. | Darren Nigro | .2850 | 239.7 | 2012 | |
| 59. | Roy Halladay | .2853 | 268.7 | 2010 | |
| 60. | Joe Morgan Jr. | .2859 | 212.7 | 2012 | |
| 61. | Pedro Martinez | .2861 | 213.0 | 2005 | |
| 62. | Roger Heitman | .2863 | 197.3 | 2014 | |
| 63. | Willie Leon | .2869 | 268.7 | 2022 | |
| 64. | Bennie Hamblin | .2880 | 240.7 | 2020 | |
| 65. | Amadis Rodriguez | .2890 | 227.0 | 2021 | |
| 66. | Augustine Stearn | .2891 | 243.7 | 2020 | |
| 67. | Hosea Buendia | .2892 | 208.0 | 2022 | |
| 68. | Amadeo Samaniego | .2893 | 189.7 | 2011 | |
| 69. | Korey Mathison | .2899 | 286.3 | 2020 | |
| 70. | Amadis Rodriguez | .2899 | 252.3 | 2019 | |
| 71. | Larry Strope | .2901 | 237.3 | 2008 | |
| 72. | Nick Bourgeois | .2902 | 186.0 | 2008 | |
| 73. | Condel Ortiz | .2904 | 242.3 | 2015 | |
| 74. | Matt Capps | .2906 | 244.3 | 2013 | |
| 75. | Jerome Williams | .2907 | 184.3 | 2005 | |
| 76. | Roger Heitman | .2914 | 266.3 | 2012 | |
| 77. | John Atkins | .2915 | 164.0 | 2020 | |
| 78. | Henry Mosqueda | .2916 | 225.7 | 2021 | |
| 79. | Felipe Granados | .2917 | 241.3 | 2020 | |
| 80. | Byung-Hyun Kim | .2919 | 205.3 | 2006 | |
| 81. | Felipe Granados | .2919 | 227.7 | 2022 | |
| 82. | Joseph Delagarza | .2921 | 169.0 | 2019 | |
| 83. | Brian Anderson | .2921 | 263.7 | 2020 | |
| 84. | Steven Hildebrant | .2925 | 225.3 | 2021 | |
| 85. | Korey Mathison | .2926 | 287.3 | 2022 | |
| 86. | Larry Strope | .2926 | 230.0 | 2016 | |
| 87. | Bennie Hamblin | .2928 | 174.0 | 2021 | |
| 88. | Kevin Rockey | .2940 | 193.3 | 2020 | |
| 89. | Dennis Baley | .2940 | 216.7 | 2019 | |
| 90. | Douglas Mondy | .2940 | 198.7 | 2015 | |
| 91. | Joe Morgan Jr. | .2942 | 227.7 | 2018 | |
| 92. | Lewis Washburn | .2942 | 196.7 | 2016 | |
| 93. | Tony Armas | .2943 | 167.0 | 2011 | |
| 94. | Mark Buehrle | .2952 | 259.0 | 2005 | |
| 95. | Silvio Santacruz | .2956 | 255.0 | 2019 | |
| 96. | Kevin Rockey | .2956 | 216.3 | 2019 | |
| 97. | Julian Abeyta | .2963 | 201.7 | 2016 | |
| 98. | Pedro Galindo | .2963 | 189.0 | 2011 | |
| 99. | Nicholas Lehr | .2964 | 230.3 | 2011 | |
| 100. | Silvio Santacruz | .2964 | 241.0 | 2021 |
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