2024/2025 Dee Rangers.
2023/2024 Custom House.
2022/2023 Waverton Centurion.
2021/2022 The Gunners.
2020/2021 FC Kingston.
2019/2020 Not Awarded.
2018/2019 Straw Hat.
2017/2018 Tarvin Rex.
2016/2017 Groves Athletic.
2015/2016 Westminster.
2014/2015 AFC Bears Paw.
2013/2014 St Theresa's.
2012/2013 Frodsham Athletic.
2011/2012 FC Bull & Stirrup.
2010/2011 Saltney Social.
2009/2010 Elton.
2008/2009 Piper.
2007/2008 MBNA [Sunday].
2006/2007 Watergate Inn.
2005/2006 Vicars X Dynamo's.
2004/2005 Vicars X Dynamo's.
2003/2004 Vicars X Dynamo's.
2002/2003 Saltney Ferry.
2001/2002 Saltney Ferry.
2000/2001 Saltney Ferry.
1999/2000 St Theresa's.
1998/1999 Nags Head.
1997/1998 Wheelwright Arms.
1996/1997 Wheelwright Arms.
1995/1996 Gamekeeper Inn.
1994/1995 Beeston.
This award ended in 2019 when the Trophy was lost and the Committee decided not to replace it as it had lost its relevance over recent seasons.
2018/2019 Straw Hat.
2017/2018 Castrol Social.
2016/2017 Groves Athletic.
2015/2016 Sutton Casuals.
2014/2015 Upton Youth Centre.
2013/2014 St Theresa's.
2012/2013 Dee Rangers.
2011/2012 Custom House.
2010/2011 Elton, St Theresa's and Bull & Stirrup.
2009/2010 Elton.
2008/2009 Western Rangers.
2007/2008 Tattenhall.
2006/2007 Greyhound.
2005/2006 Chester City ISA.
2004/2005 Bache.
2003/2004 Red Lion [Frodsham].
2002/2003 Custom House.
2001/2002 Bulls Head [Frodsham].
2000/2001 Crusaders.
1999/2000 College Foxes.
1998/1999 Tarvin Rex.
1997/1998 Ship Inn and Mount.
1996/1997 Forest Hall and White Horse.
1995/1996 Duddon and Wheatsheaf.
1994/1995 Custom House.