10th May 2008
| Final 2nd Leg | Stranraer | 1-0 | Arbroath |
7th May 2008
| Final 1st Leg | Arbroath | 2-0 | Stranraer |
3rd May 2008
| Semi Final 2nd Leg | Cowdenbeath | 1-2 | Arbroath |
| Semi Final 2nd Leg | Stranraer | 3-0 | Montrose |
30th April 2008
| Semi Final 1st Leg | Arbroath | 1-1 | Cowdenbeath |
| Semi Final 1st Leg | Montrose | 1-1 | Stranraer |