| Winner | Runner-up | |
| Division Two | ||
| 1976 | Overton | Cae Glas |
| 1977 | Allscott | Prees |
| 1978 | Frankton | Albrighton |
| 1979 | Calverhall | Much Wenlock |
| 1980 | Bomere Heath | Overton |
| 1981 | Craven Arms | Shawbury |
| 1982 | Quatt | Forton |
| 1983 | Edgmond | Frankton |
| 1984 | Bomere Heath | GKN Sankey |
| 1985 | Ellesmere | Iscoyd & Fenns Bank |
| 1986 | Much Wenlock | Allscott Heath |
| 1987 | Albrighton | MEB Sports |
| 1988 | Cathedral | Bromfield |
| 1989 | Prees | Shawbury |
| 1990 | Tibberton | Bomere Heath |
| 1991 | Cae Glas | Acton Reynald |
| 1992 | Whittington | Shawbury |
| 1993 | Llanidloes | Welshpool |
| 1994 | Montgomery | Shrewsbury Hospitals |
| 1995 | Bomere Heath | Hanwood |
| 1996 | Broseley | Cound |
| 1997 | Tibberton | Telford Moslems |
| 1998 | No competition – amalgamated with Division One this season | |
| 1999 | Newtown | Llanidloes |
| 2000 | Acton Reynald | Pontesbury |
| 2001 | Cound | Knockin & Kinnerley |
| 2002 | Quatt | Alberbury |
| 2003 | Church Stretton | Welshpool |
| 2004 | Condover & Wroxeter | Worfield |
| 2005 | Bomere Heath | Much Wenlock |
| 2006 | Trysull & Seisdon | Acton Reynald |
| 2007 | Wrekin | Church Stretton |
| 2008 | Church Stretton | Ellesmere |
| 2009 | Church Stretton | Forton |
| 2010 | Pontesbury | Knockin & Kinnerley |
| 2011 | Market Drayton | Ellesmere |
| 2012 | Condover | Lilleshall |
| 2013 | Knockin & Kinnerley | Market Drayton |
| 2014 | Tibberton | Beacon |
| 2015 | Condover | Wellington Third XI |
| 2016 | Montgomery | Welshpool |
| 2017 | Pontesbury | Allscott Heath |
| 2018 | Ellesmere | Montgomery |
| 2019 | Wellington Second XI | Chirk |
| Division 2A | ||
| 1992 | Newtown | Shrewsbury Hospitals |
| This was a parallel division introduced for one year only to incorporate the clubs from the defunct Border Counties League at a suitable level. | ||
David Gallagher
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