| MILAN INDIANS Won 20, Lost 50 | |||||||
|---|---|---|---|---|---|---|---|
| YEAR | ROUND | OPPONENT | SCORE | ||||
| 1976 | Sectional | Dillsboro | W | 52 | 22 | ||
| Sectional | Aurora | L | 29 | 55 | |||
| 1977 | Sectional | N | Laurel | W | 44 | 33 | |
| Sectional | N | Jac-Cen-Del | L | 30 | 65 | ||
| 1978 | Sectional | N | Laurel | W | 51 | 21 | |
| Sectional | N | Jac-Cen-Del | L | 34 | 62 | ||
| 1979 | Sectional | at | Batesville | L | 11 | 53 | |
| 1980 | Sectional | at | Batesville | L | 51 | 63 | |
| 1981 | Sectional | N | Jac-Cen-Del | L | 48 | 54 | |
| 1982 | Sectional | N | Laurel | W | 42 | 25 | |
| Sectional | at | Batesville | L | 29 | 52 | ||
| 1983 | Sectional | N | South Ripley | W | 52 | 44 | 2OT |
| Sectional | at | Batesville | L | 32 | 37 | ||
| 1984 | Sectional | N | Jac-Cen-Del | L | 31 | 38 | |
| 1985 | Sectional | N | Immaculate Conception | L | 32 | 36 | |
| 1986 | Sectional | N | South Ripley | L | 38 | 48 | |
| 1987 | Sectional | N | Immaculate Conception | W | 64 | 45 | |
| Sectional | N | Jac-Cen-Del | W | 56 | 47 | ||
| Sectional | N | South Ripley | L | 47 | 52 | ||
| 1988 | Sectional | N | Laurel | W | 66 | 35 | |
| Sectional | N | South Ripley | L | 48 | 57 | ||
| 1989 | Sectional | N | Immaculate Conception | W | 66 | 38 | |
| Sectional | at | Batesville | L | 53 | 82 | ||
| 1990 | Sectional | at | Batesville | L | 36 | 81 | |
| 1991 | Sectional | N | South Ripley | L | 38 | 61 | |
| 1992 | Sectional | N | South Ripley | W | 43 | 42 | |
| Sectional | at | Batesville | L | 37 | 40 | ||
| 1993 | Sectional | at | Batesville | L | 51 | 86 | |
| 1994 | Sectional | N | South Ripley | L | 49 | 79 | |
| 1995 | Sectional | at | Batesville | L | 26 | 86 | |
| 1996 | Sectional | N | South Ripley | L | 46 | 68 | |
| 1997 | Sectional | N | Jac-Cen-Del | L | 36 | 42 | |
| 1998 | Sectional | Shawe Memorial | W | 45 | 39 | ||
| Sectional | Rising Sun | L | 36 | 61 | |||
| 1999 | Sectional | Jac-Cen-Del | W | 62 | 47 | ||
| Sectional | Shawe Memorial | W | 65 | 42 | |||
| Sectional | Rising Sun | L | 37 | 59 | |||
| 2000 | Sectional | Jac-Cen-Del | L | 27 | 47 | ||
| 2001 | Sectional | Shawe Memorial | W | 55 | 34 | ||
| Sectional | Jac-Cen-Del | L | 40 | 43 | |||
| 2002 | Sectional | Hauser | L | 28 | 54 | ||
| 2003 | Sectional | Hauser | W | 63 | 41 | ||
| Sectional | Jac-Cen-Del | W | 56 | 47 | |||
| Sectional | Rising Sun | L | 35 | 36 | |||
| 2004 | Sectional | Lawrenceburg | W | 41 | 39 | ||
| Sectional | Switzerland County | L | 27 | 54 | |||
| 2005 | Sectional | N | Switzerland County | L | 27 | 52 | |
| 2006 | Sectional | N | Switzerland County | L | 43 | 69 | |
| 2007 | Sectional | N | Southwestern (Hanover) | L | 47 | 63 | |
| 2008 | Sectional | N | North Decatur | L | 42 | 63 | |
| 2009 | Sectional | N | Lawrenceburg | L | 40 | 45 | |
| 2010 | Sectional | N | Lawrenceburg | L | 23 | 43 | |
| 2011 | Sectional | N | Hauser | L | 38 | 55 | |
| 2012 | Sectional | N | Southwestern (Hanover) | L | 30 | 48 | |
| 2013 | Sectional | N | North Decatur | L | 17 | 67 | |
| 2014 | Sectional | Switzerland County | L | 40 | 55 | ||
| 2015 | Sectional | N | North Decatur | L | 45 | 69 | |
| 2016 | Sectional | N | South Ripley | L | 35 | 56 | |
| 2017 | Sectional | at | Austin | L | 31 | 62 | |
| 2018 | Sectional | N | Southwestern (Hanover) | W | 41 | 39 | |
| Sectional | at | South Ripley | L | 24 | 60 | ||
| 2019 | Sectional | N | North Decatur | W | 42 | 40 | |
| Sectional | N | Switzerland County | L | 34 | 41 | ||
| 2020 | Sectional | N | South Ripley | L | 39 | 49 | |
| 2021 | Sectional | N | Southwestern (Hanover) | L | 17 | 41 | |
| 2022 | Sectional | N | South Ripley | L | 24 | 44 | |
| 2023 | Sectional | N | Hauser | L | 46 | 53 | |
| 2024 | Sectional | at | North Decatur | L | 34 | 55 | |
| 2025 | Sectional | N | Crothersville | W | 45 | 26 | |
| Sectional | N | Oldenburg Academy | L | 26 | 59 | ||