Winner – North Down Cup Runner-up – Oliver Cup
| Year | Winner | Club | Runner-up | Club | ||
|---|---|---|---|---|---|---|
| 2025 | Josh Thompson | Donaghadee | Micah Hill | 58th Old Boys | ||
| 2024 | Josh Thompson | Donaghadee | Micah Hill | 58th Old Boys | ||
| 2023 | Josh Thompson | Donaghadee | Jamie Graham | Rathfriland | ||
| 2022 | Jamie Craig | Balmoral | Josh Thompson | Donaghadee | ||
| 2021 | Adam Cromie | Lisnagarvey | Josh Thompson | Donaghadee | ||
| 2020 | Cancelled | (COVID 19) | ||||
| 2019 | Daniel Donnan | Donaghadee | Peter Haughey | Banbridge | ||
| 2018 | Nathan Minish | Portadown | Adam Cromie | Lisnagarvey | ||
| 2017 | Jack Moffett | Banbridge | Jamie Craig | Balmoral | ||
| 2016 | Jack Moffett | Banbridge | Sam Curran | Castle | ||
| 2015 | Rory Ruddock | Whitehead | Dale Bodles | Carrick | ||
| 2014 | Jack Moffett | Rathfriland | Dale Bodles | Carrick | ||
| 2013 | Mitchel Albert | Balmoral | Matthew Hastings | Bangor | ||
| 2012 | Kristophor Matchett | Lurgan | J Brown | Balmoral | ||
| 2011 | Kristophor Matchett | Lurgan | Matthew Hastings | Bangor | ||
| 2010 | Iain McMenamin | Whitehead | Matthew Crawford | Whitehead | ||
| 2009 | Matthew Crawford | Whitehead | Chris Dorman | North Down | ||
| 2008 | J Allen | Londonderry Park | D O’Keefe | Banbridge | ||
| 2007 | Gareth Pierpoint | Londonderry Park | Thomas Carson | Victoria | ||
| 2006 | N Law | Lisnagarvey | Gareth Pierpoint | Londonderry Park | ||
| 2005 | P Burns | Divis | N D Haire | Lisnagarvey | ||
| 2004 | P Burns | Divis | I Strange | Carr’s Glen | ||
| 2003 | P Burns | Divis | P McCafferty | Divis | ||
| 2002 | Peter McCafferty | Divis | P Burns | Divis | ||
| 2001 | A Barr | Dromore | Ryan Craig | Bangor | ||
| 2000 | Ryan Craig | Bangor | D Smith | Whitehead |