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| Left Fielders Single-Season Caught Stealing Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Caught Stealing | PA | Year | Career Leaderboard |
| 1. | Topsy Hartsel | 38 | 640 | 1906 | |
| 2. | Fred Clarke | 36 | 646 | 1907 | |
| 3. | Homer Smoot * | 35 | 694 | 1912 | |
| Ward Miller | 35 | 606 | 1912 | ||
| 5. | Joe Jackson * | 34 | 662 | 1913 | |
| Topsy Hartsel | 34 | 590 | 1902 | ||
| 7. | Chino Smith | 33 | 673 | 1924 | |
| Joe Jackson * | 33 | 668 | 1917 | ||
| Joe Connolly | 33 | 598 | 1916 | ||
| 10. | Ward Miller | 31 | 569 | 1915 | |
| Ward Miller | 31 | 627 | 1913 | ||
| Birdie Cree | 31 | 627 | 1910 | ||
| 13. | Johnny Bates | 30 | 644 | 1917 | |
| 14. | Chino Smith | 29 | 660 | 1926 | |
| Ward Miller | 29 | 635 | 1911 | ||
| 16. | Johnny Bates | 28 | 599 | 1918 | |
| Fred Clarke | 28 | 635 | 1908 | ||
| Topsy Hartsel | 28 | 634 | 1908 | ||
| Topsy Hartsel | 28 | 664 | 1907 | ||
| Fred Clarke | 28 | 638 | 1906 | ||
| Topsy Hartsel | 28 | 649 | 1904 | ||
| 22. | Joe Connolly | 27 | 488 | 1913 | |
| Joe Jackson * | 27 | 659 | 1912 | ||
| Johnny Bates | 27 | 655 | 1909 | ||
| Topsy Hartsel | 27 | 617 | 1905 | ||
| 26. | Homer Smoot * | 26 | 646 | 1915 | |
| Kip Selbach | 26 | 629 | 1904 | ||
| Topsy Hartsel | 26 | 581 | 1901 | ||
| Fred Clarke | 26 | 573 | 1901 | ||
| 30. | Joe Jackson * | 25 | 618 | 1922 | |
| Ward Miller | 25 | 694 | 1916 | ||
| Joe Jackson * | 25 | 652 | 1915 | ||
| Ward Miller | 25 | 587 | 1914 | ||
| 34. | Chino Smith | 24 | 668 | 1929 | |
| Joe Jackson * | 24 | 605 | 1921 | ||
| Birdie Cree | 24 | 626 | 1911 | ||
| Tom McCreery | 24 | 571 | 1907 | ||
| Patsy Dougherty | 24 | 653 | 1906 | ||
| 39. | Hy Myers | 23 | 530 | 1916 | |
| Burt Shotton | 23 | 603 | 1915 | ||
| Birdie Cree | 23 | 635 | 1913 | ||
| Red Murray | 23 | 560 | 1912 | ||
| Joe Jackson * | 23 | 697 | 1911 | ||
| Johnny Bates | 23 | 638 | 1911 | ||
| Topsy Hartsel | 23 | 649 | 1910 | ||
| Ward Miller | 23 | 470 | 1910 | ||
| Jack McCarthy | 23 | 548 | 1901 | ||
| 48. | Joe Munson | 22 | 441 | 1926 | |
| Joe Jackson * | 22 | 662 | 1916 | ||
| Joe Jackson * | 22 | 681 | 1914 | ||
| Hy Myers | 22 | 558 | 1914 | ||
| Red Murray | 22 | 529 | 1914 | ||
| Bert Daniels | 22 | 301 | 1911 | ||
| Johnny Bates | 22 | 593 | 1910 | ||
| Kip Selbach | 22 | 601 | 1901 | ||
| 56. | Chino Smith | 21 | 464 | 1927 | |
| Chino Smith | 21 | 673 | 1925 | ||
| Burt Shotton | 21 | 599 | 1914 | ||
| Johnny Bates | 21 | 549 | 1914 | ||
| Red Murray | 21 | 497 | 1913 | ||
| Joe Jackson * | 21 | 626 | 1910 | ||
| Tom McCreery | 21 | 637 | 1908 | ||
| Homer Smoot * | 21 | 558 | 1903 | ||
| 64. | Chino Smith | 20 | 626 | 1928 | |
| Joe Jackson * | 20 | 637 | 1918 | ||
| Homer Smoot * | 20 | 721 | 1911 | ||
| Homer Smoot * | 20 | 643 | 1908 | ||
| Red Murray | 20 | 539 | 1908 | ||
| Tom McCreery | 20 | 620 | 1906 | ||
| Homer Smoot * | 20 | 614 | 1906 | ||
| Homer Smoot * | 20 | 621 | 1905 | ||
| Patsy Dougherty | 20 | 571 | 1903 | ||
| Kip Selbach | 20 | 559 | 1903 | ||
| Dick Harley | 20 | 535 | 1903 | ||
| Dick Harley | 20 | 418 | 1901 | ||
| 76. | Joe Jackson * | 19 | 594 | 1920 | |
| Ward Miller | 19 | 401 | 1917 | ||
| Homer Smoot * | 19 | 598 | 1916 | ||
| Homer Smoot * | 19 | 617 | 1914 | ||
| Les Mann | 19 | 505 | 1914 | ||
| Homer Smoot * | 19 | 633 | 1913 | ||
| Topsy Hartsel | 19 | 510 | 1911 | ||
| Joe Jackson * | 19 | 650 | 1909 | ||
| Davy Jones | 19 | 499 | 1909 | ||
| Birdie Cree | 19 | 601 | 1908 | ||
| Homer Smoot * | 19 | 610 | 1907 | ||
| Matty McIntyre | 19 | 637 | 1904 | ||
| Topsy Hartsel | 19 | 609 | 1903 | ||
| Dick Harley | 19 | 547 | 1902 | ||
| 90. | Joe Munson | 18 | 487 | 1929 | |
| Johnny Bates | 18 | 414 | 1920 | ||
| Hy Myers | 18 | 280 | 1918 | ||
| Harry Heilmann | 18 | 650 | 1917 | ||
| Burt Shotton | 18 | 642 | 1917 | ||
| Joe Connolly | 18 | 545 | 1914 | ||
| Johnny Bates | 18 | 609 | 1907 | ||
| Jack McCarthy | 18 | 546 | 1906 | ||
| Ed Delahanty * | 18 | 602 | 1901 | ||
| Tom McCreery | 18 | 535 | 1901 | ||
| 100. | Joe Jackson * | 17 | 614 | 1924 |
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