| Division 4 | |
| 1995 | Barwell Second XI |
| 1996 | Barrow Town Second XI |
| Division 3 | |
| 1997 | Lutterworth Second XI |
| 1998 | Leicester Ivanhoe Second XI |
| 1999 | Stoughton & Thurnby |
| 2000 | Rothley Park |
| 2001 | Dunton Bassett |
| 2002 | Kirby Muxloe |
| 2003 | Leicester Ivanhoe Second XI |
| 2004 | Market Harborough Second XI |
| 2005 | Kibworth Second XI |
| 2006 | Thorpe Arnold |
| 2007 | Electricity Sports |
| 2008 | Barkby United |
| 2009 | Rothley Park |
| 2010 | Sileby Town Second XI |
| 2011 | Loughborough Carillon |
| 2012 | Enderby |
| 2013 | Billesdon |
Richard Holdridge
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