2008/09 Chirnside
2007/08 Hawick Waverley
2006/07 Chirnside
2005/06 Pencaitland
2004/05 Hawick Waverley
2003/04 Kelso Thistle
2002/03 Gala Rovers
2001/02 Gala Rovers
2000/01 Chirnside
1999/00 Gala Rovers
1998/99 Duns Legion
1997/98 Hawick Legion
1996/97 Langholm Legion
1995/96 Gala Rovers
1994/95 Chirnside
1993/94 Chirnside
1992/93 Duns Legion
1991/92 Heriot
1990/91 Hawick Legion
1989/90 Hawick Utd
1988/89 Duns Legion
1987/88 Eyemouth Legion
1986/87 Hawick Waverley
1985/86 Hawick Utd
1984/85 Hawick Utd
1983/84 Hawick Utd
1982/83 Ancrum
1980/81 Hawick Youth Centre
1978/79 Peebles Rovers
1976/77 Greenlaw
1975/76 Hawick Utd
1972/73 Chirnside
1970/71 Hawick Legion
1967/68 Gala Rovers
1966/67 Hawick Legion
1965/66 Hawick Utd
1963/64 Kelso Thistle
1962/63 Gala Rovers
1961/62 Morebattle
1960/61 Morebattle
1955/56 Gala Fairydean
1954/55 Eyemouth Utd
1953/54 Vale of Leithen
1952/53 Peebles Rovers
1951/52 Peebles Rovers
1950/51 Peebles Rovers
1949/50 Penicuik Athletic
1947/48 Gala Fairydean
1946/47 Gala Fairydean
1938/39 Selkirk
1937/38 Duns
1936/37 Jedforest Artisans
1935/36 Chirnside Utd
1934/35 Duns
1933/34 Vale of Leithen
1932/33 Vale of Leithen
1931/32 Selkirk
1930/31 Selkirk
1929/30 Berwick Rangers
1928/29 Berwick Rangers
1927/28 Berwick Rangers
1926/27 Civil Service Strollers
1925/26 Vale of Leithen
1924/25 Coldstream
1923/24 Selkirk
1922/23 Coldstream
1921/22 Coldstream
1920/21 Vale of Leithen
1919/20 Peebles Rovers
1913/14 Gala Fairydean
1912/13 Vale of Leithen
1911/12 Coldstream
1910/11 Berwick Rangers
1909/10 Vale of Leithen
1908/09 Berwick Rangers
1907/08 Peebles Rovers
1906/07 Berwick Rangers
1905/06 Selkirk
1904/05 Peebles Rovers
1903/04 Selkirk
1902/03 Vale of Leithen
1901/02 Vale of Leithen
1900/01 Vale of Leithen
1899/00 Vale of Leithen
1898/99 Vale of Leithen
1897/98 Peebles
1896/97 Selkirk
1895/96 Selkirk
1894/95 Selkirk
1893/94 Peebles
1892/93 Selkirk
1891/92 Duns
1890/91 Selkirk
1879/80 Selkirk
1878/79 Selkirk
1877/78 Selkirk
1876/77 Peebles Rovers
1875/76 Selkirk
1874/75 Duns
1873/74 Selkirk
