| Season: 2008-2009 | Holder: EDGEHILL F.C. First |
about this competition.
Past winners (1980-2008)
- 1980-81 Darlington Cleveland Bridge
- 1981-82 Grangetown Boys Club
- 1982-83 Billingham Low Grange
- 1983-84 Thornaby National Reserve
- 1984-85 Edgehill Scarborough
- 1985-86 Edgehill Scarborough
- 1986-87 Middlebeck SC
- 1987-88 Edgehill Scarborough
- 1988-89 Grangetown Boys Club
- 1989-90 Grangetown Boys Club
- 1990-91 Grangetown Boys Club
- 1991-92 Grangetown Boys Club
- 1992-93 Loftus Athletic
- 1993-94 Bedale Town
- 1994-95 Cargo Fleet
- 1995-96 Bedale Town
- 1996-97 Bedale Town
- 1997-98 Thornaby YC
- 1998-99 Leyburn
- 1999-00 York Sugar
- 2000-01 Staithes
- 2001-02 Richmond Mavericks
- 2002-03 Thornaby Mandale
- 2003-04 Dormans
- 2004-05 Whinney Banks
- 2005-06 Rudds Arms
- 2006-07 Rudds Arms
- 2007-08 Edgehill
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