| Sherwood Haydock record |
|---|
| Year | School | Won | Lost | Title | Class |
|---|
| 1988 | Whiting | 2 | 8 | | 1 |
| 1989 | Whiting | 8 | 3 | | 1 |
| 1990 | Whiting | 1 | 8 | | 1 |
| 1991 | Whiting | 4 | 5 | | 1 |
| 1992 | Whiting | 8 | 3 | | 1 |
| 1993 | Whiting | 9 | 3 | sectional | 1 |
| 1994 | Whiting | 4 | 5 | | 1 |
| 1995 | Northwestern | 2 | 7 | | 3 |
| 1996 | Northwestern | 9 | 1 | | 3 |
| 1997 | Northwestern | 7 | 6 | sectional | 2 |
| 1998 | River Forest | 2 | 7 | | 1 |
| 1999 | River Forest | 2 | 9 | | 1 |
| 2000 | Harding | 4 | 8 | | 2 |
| 2001 | Harding | 5 | 6 | | 3 |
| 2002 | Harding | 6 | 6 | | 3 |
| 2003 | Harding | 13 | 2 | semistate | 2 |
| 2004 | Harding | 7 | 3 | | 2 |
| 2005 | Harding | 5 | 6 | | 2 |
| 2006 | Harding | 12 | 3 | state | 2 |
| 2007 | Harding | 5 | 5 | | 2 |
| 2008 | Harding | 6 | 5 | | 2 |
| 2009 | Harding | 6 | 5 | | 3 |
| 2010 | Harding | 5 | 6 | | 3 |
| 2011 | Woodlan | 1 | 9 | | 2 |
| 2012 | Woodlan | 3 | 7 | | 2 |
| 2013 | Woodlan | 8 | 4 | | 2 |
| 2014 | Woodlan | 8 | 4 | | 2 |
| 2015 | Woodlan | 13 | 1 | regional | 2 |
| 2016 | Woodlan | 10 | 1 | | 2 |
| 2017 | Woodlan | 12 | 3 | semistate | 2 |
| 2018 | Woodlan | 4 | 6 | | 2 |
| 2019 | Woodlan | 3 | 7 | | 2 |
| 2020 | Fort Wayne Wayne | 2 | 9 | | 4 |
| 2021 | Fort Wayne Wayne | 4 | 8 | | 4 |
| 2022 | Fort Wayne Wayne | 2 | 8 | | 4 |
| 2023 | Fort Wayne Wayne | 5 | 5 | | 4 |
| 2024 | Fort Wayne Wayne | 4 | 6 | | 4 |