| 2023-03-19 12:00:00March 19, 2023 | DHS  | 52 - 14 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-06-18 12:00:00June 18, 2022 | St Charles | 29 - 21 |  St Benedicts | 12:00:0012:00 pm | N/A |
| 2022-06-11 12:00:00June 11, 2022 | Michaelhouse  | 54 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-06-05 12:00:00June 5, 2022 | St Charles | 71 - 0 | Voortrekker (PMB) | 12:00:0012:00 pm | N/A |
| 2022-05-28 12:00:00May 28, 2022 | Northwood  | 18 - 8 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-05-14 12:00:00May 14, 2022 | Kearsney  | 22 - 19 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-05-07 12:00:00May 7, 2022 | Clifton  | 17 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-04-30 12:00:00April 30, 2022 | Westville | 46 - 17 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-04-23 12:00:00April 23, 2022 | Hilton  | 64 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-04-18 12:00:00April 18, 2022 | St Charles | 17 - 9 | St Benedicts | 12:00:0012:00 pm | N/A |
| 2022-04-16 12:00:00April 16, 2022 | Boland Landbou | 38 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-04-14 12:00:00April 14, 2022 | St Davids | 19 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-04-09 12:00:00April 9, 2022 | DHS | 36 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-03-19 12:00:00March 19, 2022 | Maritzburg | 45 - 7 | St Charles | 12:00:0012:00 pm | N/A |
| 2022-03-05 12:00:00March 5, 2022 | DHS | 36 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2021-05-15 12:00:00May 15, 2021 | Glenwood | 33 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-07-01 12:00:00July 1, 2019 | Kingswood | 43 - 10 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-06-29 12:00:00June 29, 2019 | Hilton | 17 - 13 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-06-15 12:00:00June 15, 2019 | St Charles | 18 - 10 | St Albans | 12:00:0012:00 pm | N/A |
| 2019-06-01 12:00:00June 1, 2019 | Northwood | 29 - 18 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-05-11 12:00:00May 11, 2019 | Glenwood | 38 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-04-27 12:00:00April 27, 2019 | Maritzburg | 31 - 7 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-04-20 12:00:00April 20, 2019 | Graeme | 19 - 10 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-03-23 12:00:00March 23, 2019 | Kearsney | 36 - 7 | St Charles | 12:00:0012:00 pm | N/A |
| 2019-03-16 12:00:00March 16, 2019 | Michaelhouse | 27 - 7 | St Charles | 12:00:0012:00 pm | N/A |
| 2018-06-09 12:00:00June 9, 2018 | Hilton | 26 - 19 | St Charles | 12:00:0012:00 pm | N/A |
| 2018-06-02 12:00:00June 2, 2018 | St Charles | 18 - 10 | St Albans | 12:00:0012:00 pm | N/A |
| 2018-05-26 12:00:00May 26, 2018 | Northwood | 31 - 23 | St Charles | 12:00:0012:00 pm | N/A |
| 2018-04-28 12:00:00April 28, 2018 | Michaelhouse | 29 - 17 | St Charles | 12:00:0012:00 pm | N/A |
| 2018-04-21 12:00:00April 21, 2018 | Northwood | 31 - 24 | St Charles | 12:00:0012:00 pm | N/A |
| 2018-03-17 12:00:00March 17, 2018 | Maritzburg | 32 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 2017-06-10 12:00:00June 10, 2017 | Michaelhouse | 27 - 17 | St Charles | 12:00:0012:00 pm | N/A |
| 2017-05-27 12:00:00May 27, 2017 | St Albans | 41 - 15 | St Charles | 12:00:0012:00 pm | N/A |
| 2017-05-06 12:00:00May 6, 2017 | St Charles | 45 - 25 | Northwood | 12:00:0012:00 pm | N/A |
| 2017-04-29 12:00:00April 29, 2017 | Hilton | 51 - 19 | St Charles | 12:00:0012:00 pm | N/A |
| 2016-06-18 12:00:00June 18, 2016 | Kearsney | 52 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 2016-06-11 12:00:00June 11, 2016 | St Albans | 36 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 2016-06-04 12:00:00June 4, 2016 | Northwood | 22 - 14 | St Charles | 12:00:0012:00 pm | N/A |
| 2016-05-21 12:00:00May 21, 2016 | Michaelhouse | 55 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 2016-04-30 12:00:00April 30, 2016 | Hilton | 32 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 2015-06-01 12:00:00June 1, 2015 | DHS | 37 - 20 | St Charles | 12:00:0012:00 pm | N/A |
| 2012-06-23 12:00:00June 23, 2012 | Drostdy | 63 - 10 | St Charles | 12:00:0012:00 pm | N/A |
| 2012-06-05 12:00:00June 5, 2012 | DHS | 36 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 2009-06-09 12:00:00June 9, 2009 | Boland Landbou | 32 - 7 | St Charles | 12:00:0012:00 pm | N/A |
| 2006-06-25 12:00:00June 25, 2006 | Bishops | 22 - 19 | St Charles | 12:00:0012:00 pm | N/A |
| 2002-06-29 12:00:00June 29, 2002 | Bishops | 35 - 13 | St Charles | 12:00:0012:00 pm | N/A |
| 1998-06-27 12:00:00June 27, 1998 | Boland Landbou | 48 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 1995-06-01 12:00:00June 1, 1995 | Bishops | 13 - 13 | St Charles | 12:00:0012:00 pm | N/A |
| 1977-06-01 12:00:00June 1, 1977 | Glenwood | 10 - 10 | St Charles | 12:00:0012:00 pm | N/A |
| 1976-06-01 12:00:00June 1, 1976 | Glenwood | 10 - 10 | St Charles | 12:00:0012:00 pm | N/A |
| 1975-06-01 12:00:00June 1, 1975 | Glenwood | 18 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 1974-06-01 12:00:00June 1, 1974 | Glenwood | 13 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1973-06-01 12:00:00June 1, 1973 | Glenwood | 10 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1972-06-01 12:00:00June 1, 1972 | Glenwood | 23 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1971-06-01 12:00:00June 1, 1971 | Glenwood | 19 - 8 | St Charles | 12:00:0012:00 pm | N/A |
| 1970-06-01 12:00:00June 1, 1970 | Glenwood | 10 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 1969-06-01 12:00:00June 1, 1969 | Glenwood | 14 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1968-06-01 12:00:00June 1, 1968 | Glenwood | 25 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1967-06-01 12:00:00June 1, 1967 | Glenwood | 19 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1966-06-01 12:00:00June 1, 1966 | Glenwood | 22 - 14 | St Charles | 12:00:0012:00 pm | N/A |
| 1965-06-01 12:00:00June 1, 1965 | Glenwood | 46 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1964-06-01 12:00:00June 1, 1964 | Glenwood | 27 - 5 | St Charles | 12:00:0012:00 pm | N/A |
| 1963-06-01 12:00:00June 1, 1963 | Glenwood | 11 - 8 | St Charles | 12:00:0012:00 pm | N/A |
| 1961-06-01 12:00:00June 1, 1961 | Glenwood | 8 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 1960-06-01 12:00:00June 1, 1960 | Glenwood | 11 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1959-06-01 12:00:00June 1, 1959 | St Charles | 10 - 8 | Glenwood | 12:00:0012:00 pm | N/A |
| 1958-06-01 12:00:00June 1, 1958 | St Charles | 11 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1957-06-01 12:00:00June 1, 1957 | Glenwood | 17 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1956-06-01 12:00:00June 1, 1956 | St Charles | 14 - 6 | Glenwood | 12:00:0012:00 pm | N/A |
| 1955-06-01 12:00:00June 1, 1955 | St Charles | 18 - 0 | Glenwood | 12:00:0012:00 pm | N/A |
| 1954-06-03 12:00:00June 3, 1954 | Glenwood | 20 - 12 | St Charles | 12:00:0012:00 pm | N/A |
| 1953-06-03 12:00:00June 3, 1953 | St Charles | 12 - 6 | Glenwood | 12:00:0012:00 pm | N/A |
| 1952-06-03 12:00:00June 3, 1952 | Glenwood | 11 - 11 | St Charles | 12:00:0012:00 pm | N/A |
| 1951-06-03 12:00:00June 3, 1951 | Glenwood | 6 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1950-06-05 12:00:00June 5, 1950 | Glenwood | 3 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1949-06-03 12:00:00June 3, 1949 | St Charles | 9 - 5 | Glenwood | 12:00:0012:00 pm | N/A |
| 1948-06-03 12:00:00June 3, 1948 | Glenwood | 0 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1947-06-05 12:00:00June 5, 1947 | St Charles | 12 - 9 | Glenwood | 12:00:0012:00 pm | N/A |
| 1947-06-01 12:00:00June 1, 1947 | St Charles | 21 - 0 | Glenwood | 12:00:0012:00 pm | N/A |
| 1946-06-01 12:00:00June 1, 1946 | St Charles | 8 - 0 | Glenwood | 12:00:0012:00 pm | N/A |
| 1945-06-09 12:00:00June 9, 1945 | St Charles | 8 - 0 | Glenwood | 12:00:0012:00 pm | N/A |
| 1945-06-01 12:00:00June 1, 1945 | St Charles | 10 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1944-06-07 12:00:00June 7, 1944 | St Charles | 19 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1944-06-01 12:00:00June 1, 1944 | St Charles | 5 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1943-06-03 12:00:00June 3, 1943 | Glenwood | 9 - 6 | St Charles | 12:00:0012:00 pm | N/A |
| 1943-06-01 12:00:00June 1, 1943 | St Charles | 6 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1942-06-05 12:00:00June 5, 1942 | Glenwood | 14 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1942-06-01 12:00:00June 1, 1942 | St Charles | 12 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1941-06-09 12:00:00June 9, 1941 | Glenwood | 14 - 9 | St Charles | 12:00:0012:00 pm | N/A |
| 1941-06-01 12:00:00June 1, 1941 | St Charles | 23 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1940-06-05 12:00:00June 5, 1940 | Glenwood | 8 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1940-06-01 12:00:00June 1, 1940 | Glenwood | 21 - 3 | St Charles | 12:00:0012:00 pm | N/A |
| 1939-06-07 12:00:00June 7, 1939 | St Charles | 18 - 3 | Glenwood | 12:00:0012:00 pm | N/A |
| 1939-06-01 12:00:00June 1, 1939 | St Charles | 17 - 5 | Glenwood | 12:00:0012:00 pm | N/A |
| 1938-06-05 12:00:00June 5, 1938 | St Charles | 14 - 13 | Glenwood | 12:00:0012:00 pm | N/A |
| 1938-06-01 12:00:00June 1, 1938 | St Charles | 11 - 8 | Glenwood | 12:00:0012:00 pm | N/A |
| 1937-06-07 12:00:00June 7, 1937 | Glenwood | 7 - 0 | St Charles | 12:00:0012:00 pm | N/A |
| 1937-06-01 12:00:00June 1, 1937 | St Charles | 17 - 9 | Glenwood | 12:00:0012:00 pm | N/A |
| 1936-06-07 12:00:00June 7, 1936 | St Charles | 18 - 5 | Glenwood | 12:00:0012:00 pm | N/A |
| 1936-06-01 12:00:00June 1, 1936 | St Charles | 12 - 9 | Glenwood | 12:00:0012:00 pm | N/A |
| 1935-06-07 12:00:00June 7, 1935 | St Charles | 14 - 7 | Glenwood | 12:00:0012:00 pm | N/A |
| 1935-06-05 12:00:00June 5, 1935 | St Charles | 7 - 0 |  Grey High | 12:00:0012:00 pm | N/A |
| 1935-06-01 12:00:00June 1, 1935 | St Charles | 45 - 0 | Glenwood | 12:00:0012:00 pm | N/A |
