| | year | club of the year | reserve league shield | knockalla caravans | ulster junior cup |
|
| 1995/96 | Culdaff FC | | | |
|
| 1996/97 | Greencastle Res | | | |
|
| 1997/98 | Greencastle Res | | | Illies Celtic |
|
| 1998/99 | Carrowmena Res | | Carn FC | |
|
| 1999/200 | Greencastle Res | | | |
|
| 2000/01 | Carrowmena Res | Clonmany Res | | |
|
| 2001/02 | Gleneely Colts Res | Cockhill Res | | |
|
| 2002/03 | Carrowmena Res | Clonmany Res | Illies Celtic | Illies Celtic |
|
| 2003/04 | Carn Res | Clonmany Res | | Cockhill Celtic |
|
| 2004/05 | Aileach Res | Aileach Res | | Illies Celtic |
|
| 2005/06 | Clonmany Res | Cockhill Res | | Clonmany Shamrocks |
|
| 2006/07 | Carrowmena Res | Clonmany Res | | |
|
| 2007/2008 | Clonmany Shamrocks | Moville Reserves | | Clonmany Shamrocks |
|
| 2008/2009 | cockhill Yths | Moville Res | Clonmany Shamrocks | Moville Celtic |
|