| 2019 |
| Fri., Nov. 8 | @ Haywood | L 8-42 | 1st Round Playoffs |
| 2018 |
| Sat., Nov. 3 | vs. Crockett County | L 12-48 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | vs. Obion County | L 28-36 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Lexington | L 12-37 | 1st Round Playoffs |
| 2015 |
| Fri., Nov. 6 | @ Jackson North Side | L 6-45 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | @ Trezevant | L 14-56 | 1st Round Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Liberty Tech | L 37-56 | 1st Round Playoffs |
| 2012 |
| Sat., Nov. 3 | vs. Hardin County | W 42-26 | 1st Round Playoffs | | Sat., Nov. 10 | @ Ridgeway | L 28-49 | 2nd Round Playoffs |
| 2011 |
| | Ridgeway | L 42-49 | 1st Round Playoffs |
| 2010 |
| | Dyer County | L 19-21 | 1st Round Playoffs |
| 2009 |
| | Lawrence County | L 7-12 | 1st Round Playoffs |
| 2008 |
| | Whitehaven | L 0-9 | 1st Round Playoffs |
| 2004 |
| | Haywood | L 20-27 | 1st Round Playoffs |
| 2003 |
| | Jackson Central-Merry | L 2-28 | 1st Round Playoffs |
| 2002 |
| | Haywood | L 14-20 | 1st Round Playoffs |
| 2001 |
| | Hardin County | L 12-28 | 1st Round Playoffs |
| 1998 |
| | Dyersburg | L 0-22 | 1st Round Playoffs |
| 1996 |
| | Fayette Ware | L 39-48 | 1st Round Playoffs |
| 1994 |
| | MUS | L 3-16 | 1st Round Playoffs |
|
| Craigmont Playoff Totals |
| Record |
1-19-0 345-675 |
| Home Record | 1-3 |
| Away Record | 0-5 |
|
