| 2020 |
| Fri., Nov. 6 | @ Friendship Christian | W 45-35 | 1st Round Playoffs | | Fri., Nov. 13 | @ Davidson Academy | L 20-54 | 2nd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | Middle Tennessee Christian | L 42-54 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Mt. Juliet Christian | L 18-31 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | vs. Decatur County-Riverside | L 34-44 | 1st Round Playoffs |
| 2015 |
| Fri., Nov. 6 | @ Waverly | W 28-26 | 1st Round Playoffs | | Fri., Nov. 13 | @ McKenzie | L 21-54 | 2nd Round Playoffs |
| 2011 |
| | Davidson Academy | L 14-28 | 1st Round Playoffs |
| 2010 |
| | DCA | W 31-14 | 1st Round Playoffs | | | ECS | L 7-45 | 2nd Round Playoffs |
| 2008 |
| | G.W. Carver | W 35-14 | 1st Round Playoffs | | | Huntingdon | W 21-14 | 2nd Round Playoffs | | | Milan | L 28-51 | 3rd Round Playoffs |
| 2007 |
| | Milan | L 0-23 | 1st Round Playoffs |
| 2006 |
| | Union City | W 35-7 | 1st Round Playoffs | | | McKenzie | W 28-7 | 2nd Round Playoffs | | | Lake County | W 26-21 | 3rd Round Playoffs | | | Mt. Pleasant | W 42-14 | Semi-finals Playoffs | | | Friendship Christian | W 19-13 | Championship Game |
| 2005 |
| | West Carroll | W 48-18 | 1st Round Playoffs | | | McKenzie | W 47-7 | 2nd Round Playoffs | | | Union City | L 21-33 | 3rd Round Playoffs |
| 2004 |
| | Hollow Rock-Bruceton | W 42-14 | 1st Round Playoffs | | | West Carroll | W 18-14 | 2nd Round Playoffs | | | USJ | L 17-20 | 3rd Round Playoffs |
| 2003 |
| | Greenfield | W 34-0 | 1st Round Playoffs | | | Fayette Academy | L 28-30 | 2nd Round Playoffs |
| 2002 |
| | West Carroll | W 15-12 | 1st Round Playoffs | | | USJ | L 0-34 | 2nd Round Playoffs |
| 2001 |
| | South Fulton | W 27-19 | 1st Round Playoffs | | | Hollow Rock-Bruceton | L 7-42 | 2nd Round Playoffs |
| 2000 |
| | South Fulton | L 7-32 | 1st Round Playoffs |
| 1999 |
| | Greenfield | W 48-14 | 1st Round Playoffs | | | USJ | L 18-40 | 2nd Round Playoffs |
| 1998 |
| | Lake County | W 32-0 | 1st Round Playoffs | | | West Carroll | W 6-0 | 2nd Round Playoffs | | | USJ | L 3-12 | 3rd Round Playoffs |
| 1997 |
| | Greenfield | L 21-28 | 1st Round Playoffs |
| 1996 |
| | Dresden | W 34-6 | 1st Round Playoffs | | | Moore County | L 14-28 | 2nd Round Playoffs |
| 1992 |
| | FACS | L 34-55 | 1st Round Playoffs |
|
| Jackson Christian Playoff Totals |
| Record |
21-20-0 1015-1007 |
| Home Record | 0-1 |
| Away Record | 2-3 |
|
