| Captain | | Winner |
| 1996 | Tom Brown | | |
| 1997 | Jim Furbank | Blundell Hills | John Shearn |
| 1998 | Jason Moss | Blundell Hills | Rod Parker |
| 1999 | Mick McKeown | Chirk | Alan Wilson |
| 2000 | John Thomson | Old Padeswood | John Shearn |
| 2001 | | Curzon Park | Andy Booth |
| 2002 | | Hurlston Hall | Tony Lee |
| 2003 | Brian Humphreys | Frodsham | Jason Moss |
| 2004 | Les Holmes | Hurlston Hall | Andy Booth |
| 2005 | Dave Fell | Blundell Hills | Frank Buckley |
| 2006 | Frank Sherlock | Prenton | Jason Moss |
| 2007 | Peter Sherlock | Heswall | Frank Sherlock |
| 2008 | Andy Macleod | Eaton | John Shearn |
| 2009 | John Shearn | Helsby | Frank Sherlock |
| 2010 | Pete Lyons | High Legh | Frank Sherlock |
| 2011 | Ian Crook | Mossock Hall | Pete Sherlock |
| 2012 | Frank Buckley | Vicars Cross | Peter Lyons |
| 2013 | Ade Levin | North Wales | Ian Crook |
| 2014 | Jason Moss | Formby Hall | Ian Crook |
| 2015 | Graham Copsey | Rhuddllan | Pete Lyons |
| 2016 | Frank Sherlock | Lymm | Pete Lyons |
| 2017 | Ray Smith | Leigh | John Shearn |
| 2018 | Paul Kelsey | Wrexham | John Shearn |
| 2019 | Mike Adamson | Childwall | Adrian Levin |
| 2020 | John Shearn | Hawkstone Park | Frank Buckley |
| 2021 | Pete Sherlock | Alsager | Peter Lyons |
| 2022 | Paul Morrisey | Hazel Grove | Frank Sherlock |
