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| YEAR | DIVISION | W | L | PCT | GB | FINISH |
| 1994 | Rickey | 46 | 114 | .288 | 53 | fifth |
| 1995 | Rickey | 49 | 111 | .306 | 48 | fifth |
| 1996 | Rickey | 45 | 115 | .281 | 57 | fifth |
| 1997 | Rickey | 68 | 92 | .425 | 25 | fifth |
| 1998 | Rickey | 70 | 92 | .432 | 39 | fourth |
| 1999 | Rickey | 90 | 72 | .556 | 13 | third |
| 2000 | Rickey | 101 | 61 | .623 | —- | first |
| 2001 | Veeck | 112 | 50 | .691 | —- | first |
| 2002 | Veeck | 110 | 52 | .679 | —- | first |
| 2003 | Veeck | 93 | 69 | .574 | 26 | second |
| 2004 | Veeck | 103 | 59 | .636 | 6 | second |
| 2005 | Veeck | 84 | 78 | .519 | 13 | second |
| 2006 | Veeck | 83 | 79 | .512 | 28 | fourth |
| 2007 | Veeck | 82 | 80 | .506 | 16 | fourth |
| 2008 | Veeck | 96 | 66 | .593 | 10 | second |
| 2009 | Veeck | 108 | 54 | .667 | —- | first |
| 2010 | Veeck | 80 | 82 | .494 | 18 | fourth |
| 2011 | Veeck | 117 | 45 | .722 | — | first |
| 2012 | Veeck | 85 | 77 | .525 | 20 | fourth |
| 2013 | Veeck | 91 | 71 | .562 | 15 | second |
| 2014 | Veeck | 70 | 92 | .432 | 29 | fifth |
| 2015 | Veeck | 77 | 85 | .475 | 17 | fourth |
| 2016 | Veeck | 63 | 99 | .389 | 47 | fourth |
| 2017 | Veeck | 101 | 61 | .623 | 3 | second |
| 2018 | Veeck | 117 | 45 | .722 | —- | first |
| 2019 | Veeck | 98 | 64 | .605 | 5 | second |
| 2020 | Veeck | 100 | 62 | .617 | 7 | second |
| 2021 | Berger (Hodges) | 78 | 84 | .481 | 33 | third |
| 2022 | Berger (Hodges) | 98 | 64 | .605 | 8 | second |
| 2023 | Berger (Hodges) | 102 | 60 | .630 | —- | first |