| 2020 |
| Fri., Nov. 6 | vs. Cleveland | W 42-35 | 1st Round Playoffs | | Fri., Nov. 13 | vs. McMinn County | #Won 1-0 | 2nd Round Playoffs | | Fri., Nov. 20 | @ Maryville | L 28-35 | 3rd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. William Blount | W 35-7 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Bearden | W 28-14 | 2nd Round Playoffs | | Fri., Nov. 22 | vs. Maryville | L 10-45 | 3rd Round Playoffs |
| 2017 |
| Fri., Nov. 3 | vs. Ooltewah | W 30-7 | 1st Round Playoffs | | Fri., Nov. 10 | vs. Bradley Central | L 27-33 | 2nd Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Smyrna | W 33-23 | 1st Round Playoffs | | Fri., Nov. 11 | @ Maryville | L 14-42 | 2nd Round Playoffs |
| 2015 |
| Fri., Nov. 6 | @ Blackman | L 10-56 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Morristown East | W 35-31 | 1st Round Playoffs | | Fri., Nov. 14 | @ Science Hill | L 6-41 | 2nd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | @ Morristown East | L 17-27 | 1st Round Playoffs |
| 2012 |
| Fri., Nov. 2 | vs. Bearden | W 35-7 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Sevier County | W 28-21 | 2nd Round Playoffs | | Fri., Nov. 16 | @ Maryville | L 20-41 | 3rd Round Playoffs |
| 2011 |
| Fri., Nov. 4 | vs. Jefferson County | W 37-14 | 1st Round Playoffs | | Fri., Nov. 11 | vs. Sevier County | L 28-35 | 2nd Round Playoffs |
| 2010 |
| Fri., Nov. 5 | vs. Jefferson County | W 28-3 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Bearden | L 35-41 | 2nd Round Playoffs |
| 2009 |
| Fri., Nov. 6 | @ Maryville | L 0-41 | 1st Round Playoffs |
| 2008 |
| Fri., Nov. 7 | vs. McMinn County | L 24-28 | 1st Round Playoffs |
| 2007 |
| Fri., Nov. 9 | vs. Oak Ridge | W 21-14 | 1st Round Playoffs | | Fri., Nov. 16 | @ Farragut | L 6-28 | 2nd Round Playoffs |
| 2006 |
| Fri., Nov. 3 | vs. William Blount | L 10-13 | 1st Round Playoffs |
| 2005 |
| Fri., Nov. 4 | vs. Ooltewah | L 17-20 (OT) | 1st Round Playoffs |
| 2004 |
| Fri., Nov. 5 | vs. Ooltewah | W 21-14 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Soddy Daisy | W 17-7 | 2nd Round Playoffs | | Fri., Nov. 19 | @ Oak Ridge | L 14-24 | 3rd Round Playoffs |
| 2003 |
| Fri., Nov. 7 | vs. Soddy Daisy | W 28-6 | 1st Round Playoffs | | Fri., Nov. 14 | vs. McMinn County | W 31-6 | 2nd Round Playoffs | | Fri., Nov. 21 | vs. Oak Ridge | L 17-35 | 3rd Round Playoffs |
| 2002 |
| Fri., Nov. 8 | vs. William Blount | W 48-0 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Oak Ridge | W 21-14 | 2nd Round Playoffs | | Fri., Nov. 22 | vs. Jefferson County | W 26-15 | 3rd Round Playoffs | | Fri., Nov. 29 | @ Riverdale | L 9-14 | Semi-finals Playoffs |
| 2001 |
| Fri., Nov. 2 | vs. William Blount | L 19-26 | 1st Round Playoffs |
| 2000 |
| | Farragut | W 41-14 | 1st Round Playoffs | | | Bearden | W 39-3 | 2nd Round Playoffs | | | Oak Ridge | W 32-6 | 3rd Round Playoffs | | | Red Bank | L 13-21 | Semi-finals Playoffs |
| 1999 |
| | Heritage | W 23-21 | 1st Round Playoffs | | | Oak Ridge | L 25-28 | 2nd Round Playoffs |
| 1998 |
| | Karns | W 35-7 | 1st Round Playoffs | | | Science Hill | W 44-8 | 2nd Round Playoffs | | | Oak Ridge | W 24-21 | 3rd Round Playoffs | | | Oakland | L 7-21 | Semi-finals Playoffs |
| 1997 |
| | Bearden | W 28-0 | 1st Round Playoffs | | | Oak Ridge | W 26-7 | 2nd Round Playoffs | | | Sevier County | L 12-33 | 3rd Round Playoffs |
| 1996 |
| | Karns | W 33-0 | 1st Round Playoffs | | | Hendersonville | L 27-35 | 2nd Round Playoffs |
| 1995 |
| | Farragut | L 13-23 | 1st Round Playoffs |
| 1994 |
| | Farragut | W 35-17 | 1st Round Playoffs | | | Riverdale | L 0-28 | 2nd Round Playoffs |
| 1993 |
| | Riverdale | L 7-19 | 1st Round Playoffs |
| 1991 |
| | Jefferson County | L 12-13 | 1st Round Playoffs |
| 1990 |
| | Morristown West | L 15-18 | 1st Round Playoffs |
| 1989 |
| | Cherokee | W 21-0 | 1st Round Playoffs | | | Oak Ridge | L 21-28 | 2nd Round Playoffs |
| 1987 |
| | Cocke County | W 31-7 | 1st Round Playoffs | | | Knoxville Central | L 14-20 | 2nd Round Playoffs |
| 1986 |
| | Morristown West | W 14-0 | 1st Round Playoffs | | | Knoxville Halls | L 0-17 | 2nd Round Playoffs |
| 1983 |
| | Jefferson County | L 14-21 | 1st Round Playoffs |
| 1978 |
| | Cocke County | L 7-13 | 1st Round Playoffs |
| 1976 |
| | Knoxville Central | W 17-7 | 3rd Round Playoffs | | | Bradley Central | L 18-24 | Semi-finals Playoffs |
| 1974 |
| | Fulton | L 17-20 | 1st Round Playoffs |
| 1938 |
| Tue., Dec. 6 | @ Elizabethton | L 0-39 | 1st Round Playoffs |
|
| Dobyns-Bennett Playoff Totals |
| Record |
34-37-0 1521-1402 |
| Home Record | 18-9 |
| Away Record | 1-11 |
|
