Winners of external competitions while members of the Senior League

Leicestershire & Rutland County FA Senior Cup

1894/95: Leicester Fosse Reserves

1895/96: Leicester Fosse Reserves

1896/97: Coalville Albion

1897/98: Coalville Albion

1898/99: Gresley Rovers

1899/00: Hinckley Town

1903/04: Barrow Rising Star

1904/05: South Wigston Albion

1905/06: Leicester Imperial

1906/07: Coalville Town

1909/10: Hinckley United

1910/11: Leicester Imperial

1912/13: Coalville Town

1939/40: Quorn Methodists

1940/41: Brush Sports

1941/42: Brush Sports

1942/43: C.O.D. Old Dalby

1943/44: C.O.D. Old Dalby

1944/45: Pegsons

1946/47: Brush Sports

1950/51: Ibstock Penistone Rovers

1951/52: Quorn Methodists

1952/53: Moira United

1953/54: Quorn 

1954/55: Holwell Works

1955/56: Measham Imperial

1956/57: Holwell Works

1957/58: Holwell Works

1958/59: Morris Sports

1959/60: Morris Sports

1960/61: Morris Sports

1961/62: Enderby Town

1962/63: Oadby Town

1963/64: Oadby Town

1964/65: Enderby Town

1965/66: Measham Social Welfare

1966/67: Enderby Town

1967/68: Wigston Fields

1968/69: Newfoundpool W.M.C.

1969/70: Stapenhill

1972/73: Earl Shilton Albion

1973/74: Friar Lane Old Boys

1974/75: Friar Lane Old Boys

1975/76: Oadby Town

1976/77: Oadby Town

1977/78: Shepshed Charterhouse

1979/80: Shepshed Charterhouse

1980/81: Oadby Town

1985/86: Wigston Town

1986/87: Stapenhill

1989/90: Lutterworth Town

1991/92: Friar Lane Old Boys

1992/93: Friar Lane Old Boys 

1993/94: Ibstock Welfare

1994/95: Anstey Nomads

1995/96: Birstall United

1997/98: Birstall United

1998/99: Birstall United

1999/00: Coalville Town 

2000/01: St. Andrews

2001/02: Thurnby Rangers 

2002/03: Loughborough Dynamo

2003/04: Loughborough Dynamo

2004/05: Friar Lane & Epworth

2005/06: Thurnby Rangers 

2006/07: Kirby Muxloe

2007/08: Blaby & Whetstone Athletic