16th May 2010
| Final 2nd Leg | Brechin City | 0-3 | Cowdenbeath |
12th May 2010
| Final 1st Leg | Cowdenbeath | 0-0 | Brechin City |
8th May 2010
| Semi Final 2nd Leg | Airdrie United | 0-1 | Brechin City |
| Semi Final 2nd Leg | Alloa Athletic | 0-2 | Cowdenbeath |
5th May 2010
| Semi Final 1st Leg | Brechin City | 2-1 | Airdrie United |
| Semi Final 1st Leg | Cowdenbeath | 1-1 | Alloa Athletic |