Past Winners – Zone B Section 1
Winner receives the Pickie Cup. Runner-up awarded the Alex H. Hyndman Trophy.
| Year | Winner | Runner-up | Year | Winner | Runner-up | |
|---|---|---|---|---|---|---|
| 2006 | Musgrave United | Shorts | 2007 | |||
| 2004 | Gallaher | Donaghadee | 2005 | Gallaher | Donaghadee | |
| 2002 | Gallaher | Saintfield | 2003 | Shorts | Musgrave United | |
| 2000 | Willowfield | Saintfield | 2001 | Willowfield | Saintfield | |
| 1998 | Musgrave United | Londonderry Park | 1999 | Willowfield | Shorts | |
| 1996 | N.I.C.S. | Ards | 1997 | Willowfield | Belmont | |
| 1994 | Owenbeg | N.I.C.S. | 1995 | Shaftesbury | N.I.C.S. | |
| 1992 | Shorts | Willowfield | 1993 | Knock | Owenbeg | |
| 1990 | Holywood | Belmont | 1991 | Knock | Willowfield | |
| 1988 | Holywood | Shorts | 1989 | Shorts | Tullycarrnet United | |
| 1986 | Belmont | Holywood | 1987 | Ards | Shorts | |
| 1984 | Ards | Belmont | 1985 | N.I.C.S. | Knock | |
| 1982 | Knock | Belmont | 1983 | Knock | Shorts | |
| 1980 | Belmont | Ward Park United | 1981 | Belfast | Belmont | |
| 1978 | Belmont | Orangefield | 1979 | Belfast | Willowfield |