| CHESTERTON TROJANS TOURNAMENT HISTORY Won 22 Lost 39 | |||||||
|---|---|---|---|---|---|---|---|
| YEAR | ROUND | OPPONENT | SCORE | ||||
| 1985 | Sectional | at | Michigan City Elston | L | 14 | 26 | |
| 1986 | Sectional | at | Michigan City Elston | L | 10 | 12 | |
| 1987 | Sectional | South Bend Adams | W | 17 | 6 | ||
| Sectional | at | LaPorte | W | 13 | 2 | ||
| Sectional | Valparaiso | L | 0 | 24 | |||
| 1988 | Sectional | at | Mishawaka | L | 0 | 20 | |
| 1989 | Sectional | at | Mishawaka | L | 0 | 32 | |
| 1990 | Sectional | LaPorte | L | 10 | 21 | ||
| 1991 | Sectional | at | Portage | L | 6 | 12 | |
| 1992 | Sectional | Mishawaka | L | 6 | 13 | ||
| 1993 | Sectional | at | Valparaiso | L | 7 | 45 | |
| 1994 | Sectional | at | Valparaiso | L | 3 | 21 | |
| 1995 | Sectional | at | Warsaw | W | 13 | 0 | |
| Sectional | Michigan City | L | 14 | 20 | |||
| 1996 | Sectional | at | Michigan City | W | 31 | 0 | |
| Sectional | Elkhart Central | W | 21 | 14 | |||
| Sectional | at | Penn | L | 14 | 41 | ||
| 1997 | Sectional | Penn | L | 10 | 42 | ||
| 1998 | Sectional | at | South Bend Riley | W | 21 | 15 | |
| Sectional | at | Penn | L | 21 | 42 | ||
| 1999 | Sectional | at | Valparaiso | L | 17 | 21 | |
| 2000 | Sectional | East Chicago Central | L | 21 | 28 | ||
| 2001 | Sectional | Crown Point | W | 35 | 7 | ||
| Sectional | at | Merrillville | W | 19 | 6 | ||
| Sectional | at | Valparaiso | L | 14 | 42 | ||
| 2002 | Sectional | at | Crown Point | L | 14 | 34 | |
| 2003 | Sectional | Michigan City | W | 16 | 12 | ||
| Sectional | at | Merrillville | L | 14 | 21 | ||
| 2004 | Sectional | Portage | L | 28 | 35 | ||
| 2005 | Sectional | Portage | W | 49 | 28 | ||
| Sectional | at | Crown Point | L | 0 | 34 | ||
| 2006 | Sectional | at | Michigan City | W | 18 | 6 | |
| Sectional | Merrillville | L | 22 | 39 | |||
| 2007 | Sectional | Merrillville | L | 0 | 21 | ||
| 2008 | Sectional | Michigan City | W | 28 | 19 | ||
| Sectional | at | Valparaiso | W | 10 | 6 | ||
| Sectional | Merrillville | L | 7 | 14 | |||
| 2009 | Sectional | at | Crown Point | W | 16 | 13 | |
| Sectional | Portage | L | 0 | 14 | |||
| 2010 | Sectional | Merrillville | L | 27 | 48 | ||
| 2011 | Sectional | at | Michigan City | W | 28 | 7 | |
| Sectional | Merrillville | L | 45 | 48 | OT | ||
| 2012 | Sectional | Michigan City | W | 37 | 7 | ||
| Sectional | at | Merrillville | L | 21 | 45 | ||
| 2013 | Sectional | Valparaiso | W | 31 | 3 | ||
| Sectional | at | Penn | L | 0 | 30 | ||
| 2014 | Sectional | at | Valparaiso | W | 17 | 7 | |
| Sectional | Penn | L | 6 | 41 | |||
| 2015 | Sectional | at | Valparaiso | W | 23 | 7 | |
| Sectional | Penn | L | 14 | 49 | |||
| 2016 | Sectional | LaPorte | L | 7 | 17 | ||
| 2017 | Sectional | at | Warsaw | L | 16 | 26 | |
| 2018 | Sectional | at | Valparaiso | L | 7 | 55 | |
| 2019 | Sectional | Warsaw | L | 28 | 35 | ||
| 2020 | Sectional | Penn | W | 20 | 14 | ||
| Sectional | at | Elkhart | L | 10 | 14 | ||
| 2021 | Sectional | Portage | W | 16 | 0 | ||
| Sectional | at | Penn | L | 7 | 10 | ||
| 2022 | Sectional | at | Michigan City | W | 28 | 20 | |
| Sectional | Valparaiso | L | 7 | 14 | |||
| 2023 | Sectional | Valparaiso | L | 14 | 31 | ||