| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-09-06 | H | W | Allegany (MD) | 52 | Southern Garrett County (MD) (1) | 8 | 1745 |
| 2008-09-12 | H | W | Allegany (MD) | 16 | North Hagerstown (MD) (2) | 13 | 1756 |
| 2008-09-19 | A | W | Allegany (MD) | 34 | Mt. Ridge (MD) (3) | 14 | 1752 |
| 2008-09-26 | H | L | Allegany (MD) | 17 | Keyser (8) | 20 | 1312 |
| 2008-10-04 | H | W | Allegany (MD) | 23 | Mont St. Joseph (MD) (0) | 21 | 1757 |
| 2008-10-10 | A | W | Allegany (MD) | 55 | Hampshire (1) | 14 | 733 |
| 2008-10-17 | A | W | Allegany (MD) | 55 | Washington (2) | 13 | 1276 |
| 2008-10-24 | A | W | Allegany (MD) | 27 | Frankfort (5) | 7 | 897 |
| 2008-10-31 | H | W | Allegany (MD) | 45 | Northern Garrett County (MD) (1) | 16 | 1758 |
| 2008-11-08 | H | L | Allegany (MD) | 22 | Fort Hill (MD) (7) | 26 | 1759 |