| Year | Captain/Chairman | Club | President |
| 1952/3 | Dr. A M Miller | Colwyn Bay | L Peckover-Burrill |
| 1954 | Eldon R Gorst | Abergele | |
| 1955 | F. Keefe | Wrexham | |
| 1956 | F. Parry | Abergele & Pensarn | |
| 1957 | W. F. Kelly | Pwllglas-Eyarth | |
| 1958/9 | Dr. David G. Roberts | Vale of Llangollen | |
| 1960 | Lt. Col. Dougie Williams | Wrexham | |
| 1961 | Gwylim E. Humphreys | Denbigh | |
| 1962 | Trevor Johnson | Denbigh | |
| 1963 | T. L. Williams | Vale of Llangollen | |
| 1964 | J. T. Williams | Wrexham | |
| 1965 | R. Bartlett-Bragg | Ruthin-Pwllglas | |
| 1966 | Jack Dodd | Rhos on Sea | |
| 1967 | E. J. Evans | Wrexham | |
| 1968 | D. Stan Dewhurst | Old Colwyn | |
| 1969 | A. G. Reeves | Vale of Llangollen | |
| 1970 | Charles Edwards | Abergele & Pensarn | |
| 1971 | I. Gwyn Roberts | Denbigh | |
| 1972 | Brian Lewis | Ruthin-Pwllglas | |
| 1973 | Norman Beetles | Rhos on Sea | |
| 1974 | Maj. Charles Hall | Wrexham | Dr. David Roberts (Llangollen) |
| 1975 | R. B. MacDonald | Old Colwyn | |
| 1976 | Howard Thomas | Vale of Llangollen | |
| 1977 | Eric Lowe | Abergele & Pensarn | |
| 1978 | Brere Foster | Denbigh | |
| 1979 | Edwin Jones | Ruthin-Pwllglas | |
| 1980 | Oscar W. Jones | Wrexham | |
| 1981 | Dennis Owen | Old Colwyn | |
| 1982 | R. Rutherford Edwards | Vale of Llangollen | |
| 1983 | Jack Lea | Abergele & Pensarn | |
| 1984 | D. Ron Bartley | Denbigh | |
| 1985 | Emyr Edwards | Ruthin-Pwllglas | |
| 1986 | Arthur Kirkham | Wrexham | |
| 1987 | F. A. Jones | Old Colwyn | |
| 1988 | Silian Evans | Vale of Llangollen | |
| 1989 | John LL. Jones | Abergele & Pensarn | T E Clutton (Wrexham) |
| 1990 | R. G. Hughes | Denbigh | |
| 1991 | John Wilkes | Rhos on Sea | |
| 1992 | G. Gwyn Lewis | Ruthin-Pwllglas | I. G. Roberts (Denbigh) |
| 1993 | James Johnson | Wrexham | |
| 1994 | Gerry I. Williams | Old Colwyn | |
| 1995 | John C. Hawkes | Vale of Llangollen | John LL. Jones (Abergele) |
| 1996 | Rob. A. Walford | Abergele | |
| 1997 | Eric G. Howells | Denbigh | G. Gwyn Lewis (Ruthin Pwllglas) |
| 1998 | Elwyn C. Edwards | Ruthin-Pwllglas | |
| 1999 | Ian H. Taylor | Rhos on Sea | James Johnson (Wrexham) |
| 2000 | William Evans | Wrexham | |
| 2001 | Geoff Doherty | Bryn Morfydd | John Hawkes (Llangollen) |
| 2002 | Ray Smith | Chirk | |
| 2003 | Wyn Williams | Clays | Bruce Carlyle (Ruthin Pwllglas) |
| 2004 | David Ethelston | Vale of Llangollen | |
| 2005 | Jim S. Williams | Abergele | G. I. Williams (Old Colwyn & Wrexham) |
| 2006 | Brian G. Dallimore | Denbigh | |
| 2007 | Wyn Mostyn | Plassey-Oaks | Ian H. Taylor (Rhos-on-Sea) |
| 2008 | John Hughes | Ruthin-Pwllglas | |
| 2009 | Chris. Roberts | Wrexham | Eric G. Howells (Denbigh) |
| 2010 | Tony Harcombe | Clays | |
| 2011 | Terry Dodd | Chirk | Wyn Mostyn (Plassey) |
| 2012 | Ken Williams | Vale of Llangollen | |
| 2013 | Iain Hayes | Abergele | John Hughes (Ruthin Pwllglas) |
| 2014 | Gwilym Williams | Denbigh | |
| 2015 | John Lewis | Ruthin Pwllglas | David Ethelston (Llangollen) |
| 2016 | John Leigh | Rhos-on-Sea | |
| 2017 | Ray Ledsham | Wrexham | Tony Harcombe (Clays) |
| 2018 | Reg Peacock | Clays | |
| 2019 | Mike Shaw | Moss Valley | Gwilym Williams (Denbigh) |
| 2020 | George Smith MBE | Vale of Llangollen | |
| 2021 | J. Percy-Hughes | Abergele | Vic Pritchard (Abergele) |
| 2022 | Adam Houston | Denbigh | |
| 2023 | Jonathan Tym | Wrexham | George Smith MBE (Llangollen) |
| 2024 | Gareth Roberts | Clays |
