2. Round | 16/08/2014 | Livingston FC | - | Cowdenbeath FC | 2:1 | ||||
3. Round | 23/08/2014 | Cowdenbeath FC | - | Alloa Athletic | 0:3 | ||||
6. Round | 20/09/2014 | Heart of Midlothian | - | Cowdenbeath FC | 5:1 | ||||
16. Round | 23/12/2014 | Cowdenbeath FC | - | Heart of Midlothian | 0:2 |