| 2018 |
| Fri., Nov. 2 | vs. West Carroll | L 28-47 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | vs. South Fulton | W 18-8 | 1st Round Playoffs | | Fri., Nov. 10 | @ Dresden | W 6-0 | 2nd Round Playoffs | | Fri., Nov. 17 | vs. Lake County | L 6-35 | 3rd Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Mitchell | L 0-32 | 1st Round Playoffs |
| 2013 |
| Fri., Nov. 8 | @ Peabody | L 6-42 | 1st Round Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Covington | L 0-55 | 1st Round Playoffs |
| 2010 |
| | Sheffield | L 8-11 | 1st Round Playoffs |
| 2008 |
| | Haywood | L 8-49 | 1st Round Playoffs |
| 2003 |
| | Brighton | L 20-28 | 1st Round Playoffs |
| 1994 |
| | Humboldt | L 8-42 | 1st Round Playoffs |
| 1987 |
| | Whitehaven | L 12-14 | 1st Round Playoffs |
| 1986 |
| | Hamilton | W 22-0 | 1st Round Playoffs | | | Germantown | L 0-13 | 2nd Round Playoffs |
| 1985 |
| | Memphis Central | W 31-12 | 1st Round Playoffs | | | Jackson Central-Merry | W 10-7 | 2nd Round Playoffs | | | Whites Creek | W 28-14 | 3rd Round Playoffs | | | Gallatin | W 34-14 | Semi-finals Playoffs | | | Rhea County | W 28-2 | Championship Game |
| 1984 |
| | Hamilton | L 0-27 | 2nd Round Playoffs |
| 1973 |
| | Hamilton | W 20-7 | 3rd Round Playoffs | | | John Overton | W 13-10 | Semi-finals Playoffs | | | Baylor | L 0-6 | Championship Game |
|
| Hillcrest Playoff Totals |
| Record |
10-13-0 306-475 |
| Home Record | 1-2 |
| Away Record | 1-3 |
|
