Past Winners – Zone B Section 1A
Winner receives the Raymond Conner Cup. Runner-up awarded the D. Gill Trophy.
| Year | Winner | Runner-up | Year | Winner | Runner-up | |
|---|---|---|---|---|---|---|
| 2026 | Downpatrick | Lisnagarvey | 2025 | Saintfield | Magheradroll | |
| 2024 | Saintfield | Lisnagarvey | 2023 | Lurgan Blue | Saintfield | |
| 2022 | Dromore | Lisnagarvey | 2021 | Saintfield 2 | Dromore 2 | |
| 2020 | Not Played | (COVID 19) | 2019 | Hilden | ||
| 2018 | Hilden | 2017 | Lisnagarvey | |||
| 2016 | Downpatrick | 2015 | Donaghadee | |||
| 2014 | Saintfield | 2013 | Downpatrick | |||
| Runner-up records for 2007 to 2019 still be researched | ||||||
| 2006 | Magheradroll | Ards | 2005 | |||
| 2004 | Ward Park United | Owenbeg | 2003 | Lisnagarvey | ||
| 2002 | Musgrave United | 2001 | Gallaher | |||
| 2000 | Hilden | 1999 | Saintfield | |||