| MADISON CUBS Won 64, Lost 50 | |||||||
|---|---|---|---|---|---|---|---|
| YEAR | ROUND | OPPONENT | SCORE | ||||
| 1976 | Sectional | N | Jennings County | W | 40 | 35 | |
| Sectional | at | Scottsburg | L | 43 | 60 | ||
| 1977 | Sectional | at | Scottsburg | L | 37 | 60 | |
| 1978 | Sectional | at | Scottsburg | W | 55 | 54 | |
| Sectional | N | Austin | W | 54 | 46 | ||
| Sectional | N | Southwestern (Hanover) | W | 79 | 23 | ||
| Regional | N | Corydon Central | W | 54 | 59 | ||
| Regional | N | Floyd Central | W | 57 | 49 | ||
| Semistate | N | Jasper | W | 64 | 51 | ||
| Semistate | N | Jac-Cen-Del | L | 45 | 67 | ||
| 1979 | Sectional | N | Austin | L | 46 | 53 | OT |
| 1980 | Sectional | N | Austin | W | 50 | 47 | |
| Sectional | N | Southwestern (Hanover) | W | 70 | 31 | ||
| Sectional | at | Scottsburg | W | 78 | 48 | ||
| Regional | N | Jeffersonville | W | 54 | 53 | ||
| Regional | N | Paoli | L | 44 | 52 | ||
| 1981 | Sectional | at | Scottsburg | L | 30 | 34 | |
| 1982 | Sectional | N | Austin | L | 31 | 46 | |
| 1983 | Sectional | N | Austin | L | 42 | 59 | |
| 1984 | Sectional | N | Austin | L | 44 | 67 | |
| 1985 | Sectional | at | Southwestern (Hanover) | W | 53 | 39 | |
| Sectional | N | Austin | L | 53 | 73 | ||
| 1986 | Sectional | N | Austin | W | 51 | 31 | |
| Sectional | N | Scottsburg | L | 49 | 59 | ||
| 1987 | Sectional | N | Scottsburg | L | 51 | 73 | |
| 1988 | Sectional | N | Scottsburg | L | 32 | 81 | |
| 1989 | Sectional | N | New Washington | L | 42 | 51 | |
| 1990 | Sectional | N | Scottsburg | L | 43 | 76 | |
| 1991 | Sectional | at | Southwestern (Hanover) | W | 62 | 54 | |
| Sectional | N | Austin | W | 54 | 27 | ||
| Sectional | N | Scottsburg | L | 70 | 72 | OT | |
| 1992 | Sectional | N | Shawe Memorial | W | 55 | 42 | |
| Sectional | N | Scottsburg | L | 56 | 63 | ||
| 1993 | Sectional | N | New Washington | W | 88 | 41 | |
| Sectional | N | Shawe Memorial | W | 55 | 51 | ||
| Sectional | N | Scottsburg | W | 71 | 67 | 4OT | |
| Regional | N | Crawford County | W | 66 | 63 | ||
| Regional | N | Charlestown | L | 48 | 73 | ||
| 1994 | Sectional | N | Austin | L | 43 | 63 | |
| 1995 | Sectional | N | Austin | W | 54 | 48 | |
| Sectional | at | Southwestern (Hanover) | W | 64 | 46 | ||
| Sectional | N | Scottsburg | L | 65 | 73 | ||
| 1996 | Sectional | N | New Washington | W | 57 | 29 | |
| Sectional | N | Scottsburg | W | 62 | 51 | ||
| Regional | N | Eastern (Pekin) | W | 55 | 46 | ||
| Regional | at | New Albany | L | 44 | 63 | ||
| 1997 | Sectional | N | Shawe Memorial | W | 81 | 19 | |
| Sectional | N | Austin | W | 46 | 32 | ||
| Sectional | at | Southwestern (Hanover) | W | 56 | 50 | ||
| Regional | N | Silver Creek | L | 63 | 84 | ||
| 1998 | Sectional | N | Greensburg | W | 75 | 55 | |
| Sectional | N | Franklin County | W | 57 | 54 | OT | |
| Regional | Corydon Central | W | 47 | 42 | |||
| Semistate | N | Franklin | L | 54 | 61 | ||
| 1999 | Sectional | at | Batesville | W | 67 | 37 | |
| Sectional | N | South Dearborn | W | 53 | 40 | ||
| Sectional | N | Greensburg | W | 57 | 40 | ||
| Regional | North Harrison | W | 67 | 59 | |||
| Semistate | N | Franklin | W | 56 | 42 | ||
| Semistate | N | Indianapolis Cathedral | L | 63 | 77 | ||
| 2000 | Sectional | N | Scottsburg | L | 43 | 52 | |
| 2001 | Sectional | N | South Dearborn | W | 61 | 58 | |
| Sectional | at | Greensburg | L | 60 | 87 | ||
| 2002 | Sectional | N | Providence | W | 65 | 56 | |
| Sectional | at | North Harrison | L | 45 | 68 | ||
| 2003 | Sectional | Silver Creek | W | 58 | 32 | ||
| Sectional | North Harrison | L | 48 | 61 | |||
| 2004 | Sectional | N | Salem | W | 65 | 43 | |
| Sectional | at | Corydon Central | L | 57 | 59 | ||
| 2005 | Sectional | N | Scottsburg | L | 43 | 47 | |
| 2006 | Sectional | N | Scottsburg | W | 74 | 64 | |
| Sectional | N | Corydon Central | L | 59 | 64 | ||
| 2007 | Sectional | North Harrison | W | 56 | 43 | ||
| Sectional | Corydon Central | W | 64 | 50 | |||
| Regional | N | Evansville Bosse | L | 49 | 65 | ||
| 2008 | Sectional | N | Scottsburg | W | 51 | 45 | |
| Sectional | N | Franklin County | L | 53 | 54 | OT | |
| 2009 | Sectional | Greensburg | L | 42 | 54 | ||
| 2010 | Sectional | N | Franklin County | L | 33 | 45 | |
| 2011 | Sectional | South Dearborn | W | 68 | 43 | ||
| Sectional | Greensburg | W | 48 | 38 | |||
| Sectional | Scottsburg | W | 65 | 63 | |||
| Regional | N | Indianapolis Roncalli | L | 38 | 59 | ||
| 2012 | Sectional | at | Greensburg | W | 67 | 43 | |
| Sectional | N | Franklin County | W | 25 | 23 | ||
| Sectional | N | Rushville | W | 54 | 45 | ||
| Regional | N | Gibson Southern | W | 51 | 40 | ||
| Regional | N | Jasper | W | 59 | 42 | ||
| Semistate | N | Mount Vernon (Fortville) | L | 54 | 70 | ||
| 2013 | Sectional | N | South Dearborn | W | 77 | 44 | |
| Sectional | at | Greensburg | W | 77 | 18 | ||
| Sectional | N | Rushville | L | 56 | 63 | ||
| 2014 | Sectional | N | Corydon Central | W | 56 | 42 | |
| Sectional | N | Silver Creek | W | 60 | 45 | ||
| Sectional | at | Charlestown | W | 72 | 46 | ||
| Regional | N | Southridge | W | 66 | 51 | ||
| Regional | N | Evansville Mater Dei | L | 45 | 54 | ||
| 2015 | Sectional | N | Charlestown | L | 40 | 41 | |
| 2016 | Sectional | N | Greensburg | L | 30 | 47 | |
| 2017 | Sectional | N | Greensburg | L | 17 | 37 | |
| 2018 | Sectional | N | Lawrenceburg | L | 34 | 43 | |
| 2019 | Sectional | N | Franklin County | W | 50 | 46 | |
| Sectional | at | Lawrenceburg | L | 39 | 41 | ||
| 2020 | Sectional | N | Silver Creek | L | 46 | 62 | |
| 2021 | Sectional | North Harrison | W | 50 | 46 | ||
| Sectional | Silver Creek | L | 36 | 51 | |||
| 2022 | Sectional | at | North Harrison | W | 44 | 38 | OT |
| Sectional | N | Silver Creek | L | 48 | 52 | ||
| 2023 | Sectional | N | Salem | W | 52 | 29 | |
| Sectional | N | Scottsburg | L | 56 | 71 | ||
| 2024 | Sectional | N | North Harrison | W | 64 | 55 | |
| Sectional | N | Salem | W | 54 | 32 | ||
| Sectional | N | Scottsburg | L | 36 | 53 | ||
| 2025 | Sectional | N | Silver Creek | L | 52 | 65 | |
| SECTIONAL CHAMPIONSHIPS | ||
|---|---|---|
| YEAR | CLASS | SITE OR HOST |
| 1978 | Scottsburg | |
| 1980 | Scottsburg | |
| 1993 | Southwestern (Hanover) | |
| 1996 | Southwestern (Hanover) | |
| 1997 | Southwestern (Hanover) | |
| 1998 | 3A | Batesville |
| 1999 | 3A | Batesville |
| 2007 | 3A | Madison |
| 2011 | 3A | Madison |
| 2012 | 3A | Greensburg |
| 2014 | 3A | Charlestown |
| REGIONAL CHAMPIONSHIPS | ||
| 1978 | Scottsburg | |
| 1998 | 3A | Madison |
| 1999 | 3A | Madison |
| 2012 | 3A | Brownstown Central |