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| Single-Season Caught Stealing Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Caught Stealing | PA | Year | Career Leaderboard |
| 1. | Michael Koo Jr * | 52 | 674 | 2002 | |
| 2. | Michael Koo Jr * | 49 | 697 | 2008 | |
| 3. | Gandalf Greyheme * | 47 | 703 | 2011 | |
| 4. | Gandalf Greyheme * | 45 | 713 | 2005 | |
| Michael Koo Jr * | 45 | 680 | 2005 | ||
| 6. | Michael Koo Jr * | 44 | 683 | 2006 | |
| 7. | Michael Koo Jr * | 42 | 669 | 2009 | |
| 8. | Gandalf Greyheme * | 41 | 679 | 2004 | |
| 9. | Paul Thomas | 40 | 687 | 2015 | |
| 10. | Ralph Gonzalo | 37 | 659 | 2027 | |
| Michael Koo Jr * | 37 | 700 | 2007 | ||
| 12. | Rudy Lareau | 34 | 586 | 2023 | |
| 13. | Ralph Gonzalo | 33 | 654 | 2028 | |
| Michael Koo Jr * | 33 | 666 | 2017 | ||
| Mark Delia * | 33 | 657 | 2010 | ||
| Mark Delia * | 33 | 672 | 2008 | ||
| Mark Delia * | 33 | 640 | 2003 | ||
| Manuel Puentes | 33 | 659 | 2001 | ||
| 19. | Gandalf Greyheme * | 32 | 720 | 2006 | |
| 20. | Lee Desilva | 31 | 630 | 2029 | |
| Marquez Revolario | 31 | 668 | 2027 | ||
| James Hennen | 31 | 639 | 2026 | ||
| Gandalf Greyheme * | 31 | 685 | 2009 | ||
| Gandalf Greyheme * | 31 | 646 | 2007 | ||
| Arthur Kuhns | 31 | 592 | 2004 | ||
| 26. | Stephen Mease | 30 | 666 | 2022 | |
| Christian Burrden | 30 | 637 | 2021 | ||
| Mark Delia * | 30 | 687 | 2014 | ||
| Matt McQuade * | 30 | 652 | 2006 | ||
| 30. | Ethan Murilla | 29 | 655 | 2027 | |
| Spooner Shenk | 29 | 661 | 2022 | ||
| Michael Koo Jr * | 29 | 604 | 2010 | ||
| 33. | Robert Kent | 28 | 662 | 2029 | |
| Emesto De La Cruz | 28 | 629 | 2029 | ||
| Eugene Grimes | 28 | 654 | 2023 | ||
| Chad Shone | 28 | 611 | 2023 | ||
| Tamajirou Kakuzo | 28 | 608 | 2023 | ||
| Michael Koo Jr * | 28 | 698 | 2018 | ||
| Jason Kroner * | 28 | 654 | 2015 | ||
| Mark Delia * | 28 | 651 | 2015 | ||
| Gandalf Greyheme * | 28 | 698 | 2014 | ||
| John Fleury | 28 | 665 | 2014 | ||
| Gandalf Greyheme * | 28 | 688 | 2013 | ||
| Mark Delia * | 28 | 660 | 2012 | ||
| Clarence Dibenedetto | 28 | 644 | 2005 | ||
| Michael Koo Jr * | 28 | 586 | 2004 | ||
| 47. | Marquez Revolario | 27 | 603 | 2029 | |
| Marquez Revolario | 27 | 646 | 2028 | ||
| Lee Desilva | 27 | 638 | 2028 | ||
| Scott Davis | 27 | 634 | 2027 | ||
| Ralph Gonzalo | 27 | 660 | 2026 | ||
| Chad Shone | 27 | 624 | 2025 | ||
| Spooner Shenk | 27 | 661 | 2023 | ||
| Stephen Mease | 27 | 641 | 2023 | ||
| Donnie Bremer | 27 | 686 | 2022 | ||
| Howard Pierre | 27 | 573 | 2018 | ||
| Gandalf Greyheme * | 27 | 665 | 2015 | ||
| Paul Thomas | 27 | 687 | 2014 | ||
| Tyson Bacon * | 27 | 656 | 2014 | ||
| Joseph Gardiner | 27 | 636 | 2013 | ||
| Jason Kroner * | 27 | 666 | 2005 | ||
| Christopher Radford | 27 | 649 | 2005 | ||
| Ronnie Brito | 27 | 636 | 2003 | ||
| Christopher Cortese | 27 | 660 | 2002 | ||
| 65. | Lee Desilva | 26 | 612 | 2026 | |
| James Hennen | 26 | 653 | 2024 | ||
| Shane Dollar | 26 | 645 | 2021 | ||
| Mark Delia * | 26 | 669 | 2016 | ||
| Sanford Powers | 26 | 687 | 2015 | ||
| Gandalf Greyheme * | 26 | 491 | 2012 | ||
| Clarence Dibenedetto | 26 | 647 | 2009 | ||
| Matt McQuade * | 26 | 617 | 2009 | ||
| Gandalf Greyheme * | 26 | 684 | 2008 | ||
| Michael Koo Jr * | 26 | 690 | 2003 | ||
| 75. | Sixto Solis | 25 | 698 | 2029 | |
| Donnie Bremer | 25 | 642 | 2028 | ||
| Wally Brinklow | 25 | 559 | 2028 | ||
| Lee Desilva | 25 | 618 | 2027 | ||
| Donnie Bremer | 25 | 669 | 2026 | ||
| Eugene Grimes | 25 | 640 | 2026 | ||
| Cliff Butter | 25 | 506 | 2026 | ||
| Lee Desilva | 25 | 628 | 2025 | ||
| Al Beaudoin | 25 | 586 | 2025 | ||
| Juan Linarez | 25 | 616 | 2024 | ||
| James Hennen | 25 | 654 | 2023 | ||
| Rudy Lareau | 25 | 681 | 2018 | ||
| Michael Koo Jr * | 25 | 674 | 2016 | ||
| Rey Moncayo * | 25 | 658 | 2013 | ||
| Sean Perkins | 25 | 603 | 2012 | ||
| 90. | Ralph Gonzalo | 24 | 615 | 2029 | |
| Spooner Shenk | 24 | 692 | 2028 | ||
| Chad Shone | 24 | 608 | 2027 | ||
| Cliff Butter | 24 | 614 | 2025 | ||
| Robert Kent | 24 | 612 | 2025 | ||
| Joe Colin | 24 | 678 | 2024 | ||
| Al Eastwood | 24 | 518 | 2024 | ||
| Cliff Butter | 24 | 635 | 2023 | ||
| Chad Shone | 24 | 595 | 2022 | ||
| Bob Medforth | 24 | 654 | 2020 | ||
| Delmar Barrie | 24 | 696 | 2017 |
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