| Year | Winner | Runner Up |
| 2022 | Ofafa Jericho | Rift Valley Academy |
| 2021 | Canceled due to Covid 19 Pandemic | |
| 2020 | ||
| 2019 | Upper Hill | Dagoretti |
| 2018 | Upper Hill | Rift Valley Academy |
| 2017 | Upper Hill | Rift Valley Academy |
| 2016 | Upper Hill | Lenana |
| 2015 | Alliance | Upper Hill |
| 2014 | Laiser Hill Academy | Lenana |
| 2013 | Alliance | Rift Valley Academy |
| 2012 | Mangu | Upper Hill |
|
Mangu |
St. Marys |
|
|
2010 |
Mangu |
St. Marys |
|
2007 |
Nairobi school |
Mangu H. |
|
2006 |
Mangu H. |
Alliance H. |
|
2005 |
St. Marys |
Mangu H. |
|
2004 |
St. Marys |
Nairobi school |
|
2003 |
Alliance High |
Lenana |
|
2002 |
Nairobi school |
Lenana |
|
2001 |
Lenana |
Nairobi school |
|
2000 |
Lenana |
??? |
|
1999 |
St. Marys |
Lenana |
|
1998 |
St. Marys |
RVA |
|
1997 |
St. Marys |
Lenana |
|
1996 |
St. Marys |
Hillcrest |
|
1995 |
St. Marys |
RVA |
|
1994 |
RVA |
St Marys |
|
1993 |
Lenana |
RVA |
|
1992 |
St. Marys |
RVA |
|
1991 |
St. Marys |
RVA |
|
1990 |
RVA |
Lenana |
|
1989 |
RVA |
Nairobi school |
|
1988 |
RVA |
|
|
1987 |
RVA |
Nairobi school |
|
1986 |
RVA |
Lenana |
|
1985 |
RVA |
|
|
1984 |
RVA |
|
|
1983 |
RVA |
|
|
1982 |
Lenana |
|