| Season: 2008-2009 | Holder: YORK ST JOHN UNIVERSITY F.C. U19a |
about this competition.
Past winners (1980-2008)
- 1980-81 Billingham Cons.
- 1981-82 Darlington Cleveland Bridge
- 1982-83 Nunthorpe Athletic
- 1983-84 York Railway Institute
- 1984-85 York Railway Institute
- 1985-86 Stockton
- 1986-87 Marske United
- 1987-88 New Marske SC
- 1988-89 Stockton Supporters
- 1989-90 Rowntree McIntosh
- 1990-91 Pickering Town
- 1991-92 Wilton I.C.I.
- 1992-93 Rowntree McIntosh
- 1993-94 Wilton I.C.I.
- 1994-95 Acklam Steelworks
- 1995-96 Fishburn Park
- 1996-97 Acklam Steelworks
- 1997-98 Acklam Steelworks
- 1998-99 Edgehill Mere
- 1999-00 Acklam Steelworks
- 2000-01 Kirkbymoorside
- 2001-02 Stokesley SC
- 2002-03 Grangetown Boys Club
- 2003-04 Stokesley SC
- 2004-05 Fishburn Park
- 2005-06 Stokesley SC
- 2006-07 Beads
- 2007-08 York St. John University
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