| 2020 |
| Fri., Nov. 6 | vs. Huntland | L 12-28 | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | @ Cornersville | L 10-31 | 1st Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Mt. Pleasant | L 0-36 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Moore County | L 7-34 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Nashville Christian | L 3-42 | 1st Round Playoffs |
| 2012 |
| Sat., Nov. 3 | vs. Jo Byrns | W 14-12 | 1st Round Playoffs | | Sat., Nov. 10 | vs. Nashville Christian | L 35-42 | 2nd Round Playoffs |
| 2010 |
| | Clarksville Academy | W 48-21 | 1st Round Playoffs | | | Jo Byrns | L 14-28 | 2nd Round Playoffs |
| 2009 |
| | McEwen | W 48-0 | 1st Round Playoffs | | | Wayne County | L 7-27 | 2nd Round Playoffs |
| 2007 |
| | Cascade | L 13-35 | 1st Round Playoffs |
| 2006 |
| | White House-Heritage | W 28-21 | 1st Round Playoffs | | | Jo Byrns | L 14-37 | 2nd Round Playoffs |
| 2005 |
| | Eagleville | W 42-14 | 1st Round Playoffs | | | Mt. Pleasant | L 35-42 | 2nd Round Playoffs |
| 2003 |
| | CPA | L 13-35 | 1st Round Playoffs |
| 2002 |
| | Jo Byrns | W 20-7 | 1st Round Playoffs | | | CPA | L 6-31 | 2nd Round Playoffs |
| 2001 |
| | DCA | W 35-7 | 1st Round Playoffs | | | CPA | W 19-14 | 2nd Round Playoffs | | | Ezell-Harding | L 21-42 | 3rd Round Playoffs |
| 2000 |
| | Jo Byrns | W 41-22 | 1st Round Playoffs | | | Davidson Academy | W 49-33 | 2nd Round Playoffs | | | Moore County | W 33-14 | 3rd Round Playoffs | | | USJ | L 21-34 | Semi-finals Playoffs |
| 1999 |
| | Davidson Academy | L 7-33 | 1st Round Playoffs |
| 1996 |
| | Nashville Christian | L 6-21 | 1st Round Playoffs |
| 1994 |
| | East Robertson | L 14-27 | 1st Round Playoffs |
| 1993 |
| | East Robertson | L 8-21 | 1st Round Playoffs |
| 1992 |
| | Moore County | L 27-28 | 1st Round Playoffs |
| 1991 |
| | Moore County | L 6-54 | 1st Round Playoffs |
| 1989 |
| | Forrest | W 17-0 | 1st Round Playoffs | | | Richland | W 27-14 | 2nd Round Playoffs | | | Hollow Rock-Bruceton | L 12-21 | 3rd Round Playoffs |
| 1988 |
| | Forrest | L 8-14 | 1st Round Playoffs |
| 1987 |
| | Forrest | W 25-10 | 1st Round Playoffs | | | Spring Hill | W 15-8 | 2nd Round Playoffs | | | Bishop Byrne | L 12-21 | 3rd Round Playoffs |
| 1986 |
| | Forrest | W 21-7 | 1st Round Playoffs | | | McKenzie | W 28-14 | 2nd Round Playoffs | | | Dresden | W 27-0 | 3rd Round Playoffs | | | Spring Hill | L 15-39 | Semi-finals Playoffs |
| 1985 |
| | Huntland | W 36-13 | 1st Round Playoffs | | | Adamsville | L 7-15 | 2nd Round Playoffs |
|
| Collinwood Playoff Totals |
| Record |
19-26-0 906-1049 |
| Home Record | 1-2 |
| Away Record | 0-4 |
|
