| 2020 |
| Fri., Nov. 6 | @ South Greene | L 0-35 | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | @ Hampton | L 0-50 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Sullivan North | L 15-22 | 1st Round Playoffs |
| 2012 |
| Sat., Nov. 3 | vs. West Greene | L 12-17 | 1st Round Playoffs |
| 2009 |
| | Elizabethton | L 12-63 | 1st Round Playoffs |
| 2008 |
| | Alcoa | L 0-68 | 1st Round Playoffs |
| 2007 |
| | Happy Valley | W 38-14 | 1st Round Playoffs | | | Gatlinburg-Pittman | L 24-30 | 2nd Round Playoffs |
| 2006 |
| | Alcoa | L 0-67 | 1st Round Playoffs |
| 2005 |
| | Oliver Springs | L 43-46 | 1st Round Playoffs |
| 2003 |
| | Alcoa | L 22-52 | 1st Round Playoffs |
|
| Cumberland Gap Playoff Totals |
| Record |
1-10-0 166-464 |
| Home Record | 0-1 |
| Away Record | 0-3 |
|
