| 2018 |
| Fri., Nov. 2 | @ Jo Byrns | W 17-14 | 1st Round Playoffs | | Fri., Nov. 9 | @ Whitwell | L 7-45 | 2nd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Gordonsville | L 0-35 | 1st Round Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Copper Basin | L 10-49 | 1st Round Playoffs |
| 2011 |
| | Sunbright | W 28-25 | 1st Round Playoffs | | | Coalfield | L 23-57 | 2nd Round Playoffs |
| 2009 |
| | Gordonsville | L 6-34 | 1st Round Playoffs |
| 2008 |
| | Friendship Christian | L 14-35 | 1st Round Playoffs |
| 2007 |
| | Watertown | W 49-21 | 1st Round Playoffs | | | Gordonsville | L 13-38 | 2nd Round Playoffs |
| 2006 |
| | Trousdale County | L 6-38 | 1st Round Playoffs |
| 2005 |
| | Gordonsville | L 7-42 | 1st Round Playoffs |
| 2002 |
| | Gordonsville | L 0-50 | 1st Round Playoffs |
| 2000 |
| | Sunbright | W 25-15 | 1st Round Playoffs | | | Charleston | L 20-21 | 2nd Round Playoffs |
| 1997 |
| | Coalfield | L 0-28 | 1st Round Playoffs |
| 1995 |
| | Coalfield | L 6-36 | 1st Round Playoffs |
| 1994 |
| | Knoxville Catholic | W 21-3 | 1st Round Playoffs | | | Trousdale County | L 10-32 | 2nd Round Playoffs |
| 1988 |
| | Midway | L 0-28 | 1st Round Playoffs |
| 1986 |
| | Greenback | L 10-13 | 1st Round Playoffs |
|
| Lookout Valley Playoff Totals |
| Record |
5-16-0 272-659 |
| Home Record | 0-0 |
| Away Record | 1-3 |
|
