Loại giải đấu: trong nước
Năm thành lập: 1946
Quốc gia: Scotland
Đội vô địch nhiều nhất: Keith FC (9 lần)
Đương kim vô địch: Keith FC (2012/2013)

Highland League Cup - Lịch sử vô địch

Mùa CLB
2012/2013
KEITH FC
2011/2012
BUCKIE THISTLE
2010/2011
NAIRN COUNTY
2009/2010
FORRES MECHANICS
2008/2009
INVERURIE LOCO WORKS
2007/2008
INVERURIE LOCO WORKS
2006/2007
KEITH FC
2005/2006
FRASERBURGH
2004/2005
COVE RANGERS
2003/2004
CLACHNACUDDIN
2002/2003
KEITH FC
2001/2002
FORRES MECHANICS
2000/2001
FORRES MECHANICS
1999/2000
COVE RANGERS
1998/1999
FORRES MECHANICS
1997/1998
ELGIN CITY
1996/1997
LOSSIEMOUTH
1995/1996
HUNTLY
1994/1995
COVE RANGERS
1993/1994
HUNTLY
1992/1993
HUNTLY
1991/1992
ROSS COUNTY
1990/1991
ELGIN CITY
1989/1990
PETERHEAD
1988/1989
KEITH FC
1987/1988
INVERNESS CT
1986/1987
BUCKIE THISTLE
1985/1986
HUNTLY
1984/1985
FORRES MECHANICS
1983/1984
KEITH FC
1982/1983
ELGIN CITY
1981/1982
CLACHNACUDDIN
1980/1981
PETERHEAD
1979/1980
BUCKIE THISTLE
1978/1979
ROSS COUNTY
1977/1978
INVERNESS CT
1976/1977
INVERNESS CT
1975/1976
KEITH FC
1974/1975
KEITH FC
1973/1974
KEITH FC
1972/1973
INVERNESS CT
1971/1972
INVERNESS CT
1970/1971
INVERNESS CT
1969/1970
INVERNESS CT
1968/1969
ROSS COUNTY
1967/1968
PETERHEAD
1966/1967
ELGIN CITY
1965/1966
PETERHEAD
1964/1965
KEITH FC
1962/1963
PETERHEAD
1960/1961
BUCKIE THISTLE
1959/1960
ELGIN CITY
1957/1958
BUCKIE THISTLE
1956/1957
BUCKIE THISTLE
1955/1956
BUCKIE THISTLE
1954/1955
FORRES MECHANICS
1953/1954
BUCKIE THISTLE
1952/1953
INVERNESS CT
1949/1950
ROSS COUNTY
1946/1947
FORRES MECHANICS