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| Year | Team |
|---|---|
| 2025/26 | Bourneview Mill |
| 2024/25 | Coalisland Athletic |
| 2023/24 | Oxford Sunnyside |
| 2022/23 | Bourneview Mill |
| 2021/22 | Fivemiletown United |
| 2018/19 | Banbridge Rangers |
| 2017/18 | Dollingstown |
| 2016/17 | Crewe United |
| 2015/16 | Valley Rangers |
| 2014/15 | Camlough Rovers |
| 2012/13 | Dollingstown |
| 2011/12 | Dollingstown |
| 2010/11 | Fivemiletown United |
| 2009/10 | Warrenpoint Town |
| 2008/09 | Dollingstown |
| 2007/08 | Hanover |
| 2006/07 | Blackers Mill |
| 2005/06 | Fivemiletown Utd |
| 2004/05 | Hanover |
| 2003/04 | Warrenpoint Town |
| 2002/03 | Warrenpoint Town |
| 2001/02 | Fivemiletown Utd |
| 2000/01 | Tandragee Rovers |
| 1999/00 | Bessbrook Utd |
| 1998/99 | Bessbrook Utd |
| 1997/98 | Laurelvale |
| 1990/91 | Loughgall |
| 1988/89 | Loughgall |
| 1987/88 | Loughgall |