| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-09-05 | H | W | Fort Hill (MD) | 14 | City College (MD) (0) | 6 | 1777 |
| 2008-09-12 | A | L | Fort Hill (MD) | 7 | Keyser (8) | 13 | 925 |
| 2008-09-19 | H | W | Fort Hill (MD) | 2 | Dunbar (DC) (0) | 0 | 1779 |
| 2008-09-26 | H | W | Fort Hill (MD) | 36 | Cambridge-South Dorchester (MD (0) | 28 | 1778 |
| 2008-10-10 | A | W | Fort Hill (MD) | 38 | Jefferson (4) | 6 | 751 |
| 2008-10-17 | H | W | Fort Hill (MD) | 14 | Douglass (MD) (0) | 12 | 1780 |
| 2008-10-24 | A | W | Fort Hill (MD) | 42 | Northern Garrett County (MD) (1) | 7 | 1781 |
| 2008-11-01 | H | W | Fort Hill (MD) | 22 | Mt. Ridge (MD) (3) | 6 | 1754 |
| 2008-11-08 | A | W | Fort Hill (MD) | 26 | Allegany (MD) (6) | 22 | 1759 |