| 2020 |
| Fri., Nov. 6 | OPEN | - | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | @ Greeneville | L 0-45 | 1st Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Elizabethton | L 14-28 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Sequatchie County | L 6-42 | 1st Round Playoffs |
| 2010 |
| | Loudon | L 22-28 | 1st Round Playoffs |
| 2008 |
| | Sycamore | L 20-34 | 1st Round Playoffs |
| 2007 |
| | Pearl-Cohn | L 0-26 | 1st Round Playoffs |
| 2006 |
| | Station Camp | L 16-17 | 1st Round Playoffs |
| 2004 |
| | Livingston Academy | L 14-42 | 1st Round Playoffs |
| 2003 |
| | Macon County | L 12-52 | 1st Round Playoffs |
| 2002 |
| | Portland | L 16-19 | 1st Round Playoffs |
| 2001 |
| | York Institute | W 24-6 | 1st Round Playoffs | | | Portland | L 0-50 | 2nd Round Playoffs |
| 2000 |
| | Portland | L 0-58 | 1st Round Playoffs |
| 1998 |
| | Greenbrier | W 27-14 | 1st Round Playoffs | | | White House | L 21-35 | 2nd Round Playoffs |
| 1995 |
| | Shelbyville | L 0-45 | 1st Round Playoffs |
| 1990 |
| | Polk County | W 20-2 | 1st Round Playoffs | | | Marion County | L 14-47 | 2nd Round Playoffs |
| 1989 |
| | Polk County | W 41-13 | 1st Round Playoffs | | | Sequatchie County | L 0-27 | 2nd Round Playoffs |
| 1988 |
| | Polk County | L 9-15 | 1st Round Playoffs |
| 1987 |
| | Sweetwater | L 6-32 | 1st Round Playoffs |
| 1984 |
| | Sweetwater | W 20-14 (OT) | 2nd Round Playoffs | | | Marion County | L 21-39 | 3rd Round Playoffs |
| 1983 |
| | Loudon | L 13-14 | 2nd Round Playoffs |
|
| Howard Playoff Totals |
| Record |
5-20-0 336-744 |
| Home Record | 0-0 |
| Away Record | 0-3 |
|
