22nd May 2011
| Final 2nd Leg | Brechin City | 1-2 | Ayr United |
18th May 2011
| Final 1st Leg | Ayr United | 1-1 | Brechin City |
14th May 2011
| Semi Final 2nd Leg | Cowdenbeath | 0-2 | Brechin City |
| Semi Final 2nd Leg | Ayr United | 3-3 | Forfar Athletic |
11th May 2011
| Semi Final 1st Leg | Brechin City | 2-2 | Cowdenbeath |
| Semi Final 1st Leg | Forfar Athletic | 1-4 | Ayr United |