| 2020 |
| Fri., Nov. 6 | @ East Hamilton | L 20-56 | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | @ East Hamilton | W 28-24 | 1st Round Playoffs | | Fri., Nov. 15 | @ Elizabethton | L 7-49 | 2nd Round Playoffs |
| 2018 |
| Sat., Nov. 3 | @ Chattanooga Central | W 39-12 | 1st Round Playoffs | | Fri., Nov. 9 | @ Greeneville | L 7-49 | 2nd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Chattanooga Central | L 42-45 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Sullivan East | W 56-0 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Greeneville | W 21-20 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Fulton | L 14-49 | 3rd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Carter | W 40-23 | 1st Round Playoffs | | Fri., Nov. 15 | @ Fulton | L 19-41 | 2nd Round Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Columbia Central | L 14-28 | 1st Round Playoffs |
| 2011 |
| Fri., Nov. 4 | vs. South Doyle | W 35-12 | 1st Round Playoffs | | Fri., Nov. 11 | @ Knoxville West | L 21-48 | 2nd Round Playoffs |
| 2010 |
| Fri., Nov. 5 | @ Daniel Boone | L 0-7 | 1st Round Playoffs |
| 2009 |
| Fri., Nov. 6 | vs. Powell | W 42-16 | 1st Round Playoffs | | Fri., Nov. 13 | vs. Knoxville Catholic | W 14-7 | 2nd Round Playoffs | | Fri., Nov. 20 | vs. Daniel Boone | W 34-21 | 3rd Round Playoffs | | Fri., Nov. 27 | @ Columbia Central | L 0-24 | Semi-finals Playoffs |
| 2008 |
| Fri., Nov. 7 | vs. Cherokee | W 49-14 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Morristown East | W 37-27 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Greeneville | L 28-35 | 3rd Round Playoffs |
| 2007 |
| Fri., Nov. 9 | vs. Morristown East | W 41-21 | 1st Round Playoffs | | Fri., Nov. 16 | vs. Morristown West | W 41-21 | 2nd Round Playoffs | | Fri., Nov. 23 | vs. Greeneville | W 41-14 | 3rd Round Playoffs | | Fri., Nov. 30 | @ Maryville | L 21-48 | Semi-finals Playoffs |
| 2006 |
| Fri., Nov. 3 | vs. Daniel Boone | W 39-6 | 1st Round Playoffs | | Fri., Nov. 10 | vs. Morristown East | L 21-35 | 2nd Round Playoffs |
| 2005 |
| Fri., Nov. 4 | vs. Morristown East | W 34-14 | 1st Round Playoffs | | Fri., Nov. 11 | vs. Daniel Boone | W 14-7 | 2nd Round Playoffs | | Fri., Nov. 18 | vs. Morristown West | L 20-48 | 3rd Round Playoffs |
| 2004 |
| Fri., Nov. 5 | @ Morristown East | W 45-7 | 1st Round Playoffs | | Fri., Nov. 12 | @ Tennessee | L 17-31 | 2nd Round Playoffs |
| 2003 |
| Fri., Nov. 7 | @ Morristown West | L 7-38 | 1st Round Playoffs |
| 2002 |
| Fri., Nov. 8 | @ Greeneville | L 7-52 | 1st Round Playoffs |
| 2001 |
| Fri., Nov. 2 | vs. Greeneville | L 15-27 | 1st Round Playoffs |
| 2000 |
| | Morristown West | L 14-45 | 1st Round Playoffs |
| 1997 |
| | Morristown East | L 7-20 | 1st Round Playoffs |
| 1996 |
| | Anderson County | L 2-21 | 1st Round Playoffs |
| 1995 |
| | Maryville | L 10-17 | 1st Round Playoffs |
| 1994 |
| | Greeneville | L 14-35 | 1st Round Playoffs |
| 1993 |
| | Powell | W 10-7 | 1st Round Playoffs | | | Cocke County | W 6-0 | 2nd Round Playoffs | | | Cleveland | L 0-21 | 3rd Round Playoffs |
| 1992 |
| | Cocke County | L 6-20 | 1st Round Playoffs |
| 1991 |
| | Greeneville | L 13-14 | 1st Round Playoffs |
| 1987 |
| | Jefferson County | L 7-47 | 1st Round Playoffs |
| 1986 |
| | Jefferson County | L 0-27 | 1st Round Playoffs |
| 1981 |
| | Greeneville | W 24-21 | 2nd Round Playoffs | | | Farragut | L 0-41 | 3rd Round Playoffs |
|
| Sullivan South Playoff Totals |
| Record |
21-29-0 1043-1312 |
| Home Record | 15-3 |
| Away Record | 3-15 |
|
