Highland Primary & Elementary
| 1986 | 1987 | 1988 | 1989 | 1990 |
| 1991 | 1992 | 1993 | 1994 | 2020 |
Highland High School
Highland High School Alumni
| 1994 | 1999 | 2007 | ||
St. Paul High School
| 1946 | 1947 | 1948 | 1949 | 1950 |
| 1951 | 1952 | 1953 | 1954 | 1955 |
| 1956 | 1957 | 1958 | 1959 | 1960 |
| 1961 | 1962 | 1963 | 1964 | 1965 |
| 1966 | 1967 | 1968 | 1969 | 1970 |
| 1971 | 1972 | 1973 | 1974 | 1975 |
| 1976 | 1977 | 1978 | 1979 | 1980 |
| 1981 | 1982 | 1983 | 1984 | 1985 |
| 1986 |
PORTA High School – Petersburg, IL
| 1984 | 1985 | 1986 | 1987 | |
Harris High School – Petersburg, IL
| 1965 | 1964 | 1963 | 1962 | 1961 |
| 1960 |
Tallula High School – Tallula, IL
| 1963 | 1962 | 1961 | 1960 | 1958 |
| 1957 | 1956 | 1955 |