The Old Olavians and Dick Spooner, the first League Secretary, were responsible for the successful inauguration of the League Championship. Five Clubs, Old Berkhamstedians, Old Citizens, Old Cholmeleians, Old Edwardians and Old Olavians competed during the 1971/72 season for a Cup generously donated by Olavian Doug Keeble.
Due to the popularity of the League a second division was introduced in 1976/77 and a third in 1980/81. Tom Wood (Old Citizen) presented the Tom Wood 'Stirrup' Cup for the winners of the third division.
A fourth division was played for ten years between 1988/89 and 1997/98.
A Northern League was created in 1990/91 in the Midlands for those players unable to travel to London. The teams consisted of a mixture of boys, university students, masters and Old Boys from Wolverhampton, Birmingham, and Shrewsbury. It survived for two years under the guidance of Grant Williams (Old Cholmeleian). Wolverhampton were comfortable winners in both years.
| Division 1 | Division 2 | Division 3 | Division 4 | ||
| 1972 | Old Olavians | - | - | - | |
| 1973 | Old Berkhamstedians | - | - | - | |
| 1974 | Old Berkhamstedians | - | - | - | |
| 1975 | Old Edwardians | - | - | - | |
| 1976 | Old Edwardians | - | - | - | |
| 1977 | Old Edwardians | Old Berkhamstedians II | - | - | |
| 1978 | Old Berkhamstedians I | Old Berkhamstedians II | - | - | |
| 1979 | Old Old Cholmeleians I | Old Berkhamstedians II | - | - | |
| 1980 | Old Citizens | Old Edwardians II | - | - | |
| 1981 | Old Edwardians I | Wolverhampton Club | Old Westminsters | - | |
| 1982 | Old Edwardians | Old Etonians | Old Citizens | - | |
| 1983 | Old Edwardians | Old Carthusians | Lancing Old Boys II | - | |
| 1984 | Old Edwardians | ? | ? | - | |
| 1985 | Old Berkhamstedians | Old Olavians | The Chigmill Club | - | |
| 1986 | Old Salopians | The Village I | The Chigmill Club | - | |
| 1987 | The Village I | Old Westminsters I | Old Westminsters II | - | |
| 1988 | The Village I | Old Wulfrunians | The Field | - | |
| 1989 | The Village I | The Heath | Old Westminsters II | Old Etonians II | |
| 1990 | The Village I | Old Olavians | Old Salopians II | Thorn EMI | |
| 1991 | Old Cholmeleians | The Heath | Old Ipswichians II | The Village II | |
| 1992 | Old Harrovians I | Old Berkhamstedians | Old Westminsters I | Old Harrovians II | |
| 1993 | Old Salopians I | Old Etonians I | Old Cholmeleians II | Lancing Old Boys | |
| 1994 | Old Cholmeleians I | Old Ipswichians I | The Village II | Old Millhillians | |
| 1995 | Old Cholmeleians I | Old Salopians II | Old Olavians II | Old Westminsters II | |
| 1996 | Old Harrovians | Old Ipswichians I | Old Ipswichians II | Old Ipswichians III | |
| 1997 | Old Salopians I | Old Olavians II | Old Olavians III | Goddington Lane | |
| 1998 | Old Olavians I | Old Salopians II | St Olave's School | Old Citizens | |
| 1999 | Old Olavians I | St Olave's School | Old Millhillians | Division disbanded | Report |
| 2000 | Old Olavians I | Old Ipswichians II | Old Aldenhamians | - | Report |
| 2001 | Old Cholmeleians | Old Etonians II | Old Westminsters II | - | Report |
| 2002 | Old Olavians I | Old Ipswichians | Old Westminsters II | - | Report |
| 2003 | Old Olavians I | Old Etonians II | Windsor and Eton | - | |
| 2004 | Old Olavians I | Old Etonians II | Old Carthusians II | - | Report |
| 2005 | Old Olavians I | Old Ipswichians | Old Reptonian/Stoics | - | Report |
| 2006 | Old Olavians I | Old Ipswichians | Old Westminsters II | - | Report |
| 2007 | Old Olavians I | Old Westminsters II | Emanuels | - |