| 2020 |
| Fri., Nov. 6 | vs. Jellico | W 60-22 | 1st Round Playoffs | | Fri., Nov. 13 | @ Cloudland | W 24-20 | 2nd Round Playoffs | | Fri., Nov. 20 | @ Coalfield | L 0-36 | 3rd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Jellico | W 42-6 | 1st Round Playoffs | | Fri., Nov. 15 | @ Cloudland | W 29-0 | 2nd Round Playoffs | | Fri., Nov. 22 | @ Greenback | L 0-35 | 3rd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Hancock County | W 39-0 | 1st Round Playoffs | | Fri., Nov. 9 | @ Greenback | L 12-33 | 2nd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Jellico | W 42-8 | 1st Round Playoffs | | Fri., Nov. 10 | @ Greenback | L 23-53 | 2nd Round Playoffs |
| 2011 |
| | Wartburg Central | W 41-13 | 1st Round Playoffs | | | North Greene | W 41-13 | 2nd Round Playoffs | | | Oneida | W 20-10 | 3rd Round Playoffs | | | Friendship Christian | L 6-39 | Semi-finals Playoffs |
| 2010 |
| | Rockwood | W 26-14 | 1st Round Playoffs | | | Wartburg Central | L 14-48 | 2nd Round Playoffs |
| 2009 |
| | Tellico Plains | L 12-20 | 1st Round Playoffs |
| 2005 |
| | Cumberland Gap | W 46-43 | 1st Round Playoffs | | | Loudon | L 14-46 | 2nd Round Playoffs |
| 2003 |
| | South Greene | W 34-6 | 1st Round Playoffs | | | Rockwood | W 16-7 | 2nd Round Playoffs | | | Alcoa | L 13-37 | 3rd Round Playoffs |
| 2002 |
| | West Greene | W 37-6 | 1st Round Playoffs | | | Wartburg Central | W 15-0 | 2nd Round Playoffs | | | Sweetwater | L 0-32 | 3rd Round Playoffs |
| 2001 |
| | South Greene | W 23-20 | 1st Round Playoffs | | | Sweetwater | L 7-13 | 2nd Round Playoffs |
| 2000 |
| | Cloudland | L 20-24 | 1st Round Playoffs |
| 1997 |
| | Happy Valley | L 14-21 | 1st Round Playoffs |
| 1996 |
| | South Greene | W 42-6 | 1st Round Playoffs | | | Sequatchie County | L 18-24 | 2nd Round Playoffs |
| 1994 |
| | South Greene | W 34-6 | 1st Round Playoffs | | | Tellico Plains | L 28-35 | 2nd Round Playoffs |
| 1988 |
| | Knoxville Catholic | W 19-6 | 1st Round Playoffs | | | Copper Basin | L 7-14 | 2nd Round Playoffs |
| 1979 |
| | Maryville | L 0-21 | 2nd Round Playoffs |
| 1978 |
| | Hampton | W 29-14 | 2nd Round Playoffs | | | Alcoa | L 8-35 | 3rd Round Playoffs |
| 1977 |
| | Sullivan West | L 11-13 | 2nd Round Playoffs |
|
| Oliver Springs Playoff Totals |
| Record |
20-19-0 866-799 |
| Home Record | 2-0 |
| Away Record | 4-4 |
|
