| 2020 |
| Fri., Nov. 6 | @ Munford | W 16-14 | 1st Round Playoffs | | Fri., Nov. 13 | @ Northeast | L 15-17 | 2nd Round Playoffs |
| 2019 |
| Fri., Nov. 8 | @ Munford | W 29-28 | 1st Round Playoffs | | Fri., Nov. 15 | @ Henry County | L 14-42 | 2nd Round Playoffs |
| 2018 |
| Sat., Nov. 3 | vs. Southwind | L 27-28 (OT) | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Munford | L 14-42 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | @ Shelbyville | L 13-32 | 1st Round Playoffs |
| 2011 |
| Fri., Nov. 4 | @ Beech | L 22-34 | 1st Round Playoffs |
| 2010 |
| Fri., Nov. 5 | @ Springfield | W 10-7 | 1st Round Playoffs | | Fri., Nov. 12 | @ Northeast | L 3-6 | 2nd Round Playoffs |
| 2009 |
| Fri., Nov. 6 | @ Beech | L 10-33 | 1st Round Playoffs |
| 2008 |
| Fri., Nov. 7 | @ Hillsboro | L 14-49 | 1st Round Playoffs |
| 2007 |
| Fri., Nov. 9 | vs. Shelbyville | W 42-14 | 1st Round Playoffs | | Fri., Nov. 16 | vs. Maplewood | L 7-19 | 2nd Round Playoffs |
| 2006 |
| Fri., Nov. 3 | @ Maplewood | W 30-24 | 1st Round Playoffs | | Fri., Nov. 10 | @ Springfield | W 22-17 | 2nd Round Playoffs | | Fri., Nov. 17 | vs. Hillsboro | L 3-41 | 3rd Round Playoffs |
| 2005 |
| Fri., Nov. 4 | @ Whites Creek | L 21-27 | 1st Round Playoffs |
| 2004 |
| Fri., Nov. 5 | @ McGavock | T 24-24 | 1st Round Playoffs | | Fri., Nov. 12 | @ Franklin | L 7-10 | 2nd Round Playoffs |
| 2001 |
| Fri., Nov. 2 | @ Gallatin | L 13-35 | 1st Round Playoffs |
| 2000 |
| | Tullahoma | W 34-26 | 1st Round Playoffs | | | Hillsboro | L 0-28 | 2nd Round Playoffs |
| 1993 |
| | Fayette Ware | L 6-40 | 1st Round Playoffs |
| 1987 |
| | Gallatin | L 6-56 | 1st Round Playoffs |
| 1981 |
| | Springfield | W 16-10 | 2nd Round Playoffs | | | John Overton | L 0-20 | 3rd Round Playoffs |
| 1978 |
| | Gallatin | L 7-28 | 2nd Round Playoffs |
|
| Clarksville Playoff Totals |
| Record |
8-19-1 425-751 |
| Home Record | 1-3 |
| Away Record | 5-11 |
|
