League Cup
Formerly the Graham McGowan Perpetual Challenge Bowl
Year Winners Runners
Up
1968-69 Lincluden Swifts Greystone Rovers
1969-70 Lincluden Swifts Colts
Year
Winners Runners Up
1970-71 Lincluden Swifts Colts
1971-72 Lincluden Swifts Nithsdale Amateurs
1972-73 Crichton Royal Nithsdale Amateurs
1973-74 Nithsdale Amateurs Dumfries HSFPs
1974-75 Nithsdale Amateurs Lincluden Swifts
1975-76 Nithsdale Amateurs Heathhall Hearts
1976-77 Youngs Painters Nithsdale Amateurs
1977-78 Nithsdale Amateurs Mid-Annandale
1978-79 Heathhall Hearts Young's Painters
1979-80 Youngs Painters Heathhall Hearts
Year Winners Runners
Up
1980-81 Nithsdale Amateurs YMCA
1981-82 Glenmarlin Thistle Lochar Thistle
1982-83 YMCA Dumfries HSFPs
1983-84 Galloway Rovers YMCA
1984-85 Kirkconnel Amateurs Annan Thistle
1985-86 YMCA Nithsdale Amateurs
1986-87 Kirkconnel Amateurs YMCA
1987-88 Dumfries HSFPs Kirkconnel Amateurs
1988-89 Maxwelltown HSFPs Lochmaben
1989-90 Nithsdale Amateurs YMCA
Year Winners Runners
Up
1990-91 Nithsdale Amateurs Upper Annandale
1991-92 YMCA Kirkconnel Amateurs
1992-93 Dumfries AFPs Lochar Thistle
1993-94 Kirkconnel Amateurs Dumfries HSFPs
1994-95 Kirkconnel Amateurs Lincluden Colts
1995-96 Lochmaben Kelloholm
1996-97 Nithsdale Amateurs YMCA
1997-98 Mid-Annandale YMCA
1998-99 Kirkconnel Amateurs Nithsdale Amateurs
1999-00 Kirkconnel Amateurs Dumfries Amateurs
Year Winners
Runners Up
2000-01 not played for** not played
for
2001-02 Upper Annandale Mid-Annandale
2002-03 Kirkconnel Amateurs Lochmaben
2003-04 Kirkconnel Amateurs Lochmaben
2004-05 Kirkconnel Amateurs Hearts of Liddlesdale
2005-06 Upper Annandale Lochmaben
2006-07 Upper Annandale Dumfries FC Colts
2007-08 Morton Thistle Maxwelltown Thistle
2008-09 Lochar Thistle Upper Annandale
2009-10 Upper Annandale Lochar Thistle
Year Winners
Runners Up
2010-11 Lochmaben Lochar
Thistle
2011-12 Lochar Thistle Upper Annadale
2012-13 Lochmaben Upper
Annadale
2013-14 Upper Annandale Maxwelltown Thistle
** not played due to foot and mouth restrictions.