| 2. Ronde | 16.08.2014 | Livingston FC | - | Cowdenbeath FC | 2:1 | ||||
| 4. Ronde | 30.08.2014 | Cowdenbeath FC | - | Raith Rovers | 1:3 | ||||
| 5. Ronde | 13.09.2014 | Hibernian FC | - | Cowdenbeath FC | 3:2 | ||||
| 6. Ronde | 20.09.2014 | Heart of Midlothian | - | Cowdenbeath FC | 5:1 | ||||
| 7. Ronde | 27.09.2014 | Cowdenbeath FC | - | Queen Of The South | 2:1 | ||||
| 8. Ronde | 04.10.2014 | Dumbarton FC | - | Cowdenbeath FC | 0:0 | ||||
| 10. Ronde | 18.10.2014 | Alloa Athletic | - | Cowdenbeath FC | 2:3 | ||||
| 11. Ronde | 25.10.2014 | Falkirk FC | - | Cowdenbeath FC | 6:0 |  |
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| 12. Ronde | 08.11.2014 | Cowdenbeath FC | - | Hibernian FC | 1:2 | ||||
| 13. Ronde | 15.11.2014 | Raith Rovers | - | Cowdenbeath FC | 2:1 | ||||
| 16. Ronde | 23.12.2014 | Cowdenbeath FC | - | Heart of Midlothian | 0:2 | ||||
| 19. Ronde | 03.01.2015 | Cowdenbeath FC | - | Raith Rovers | 0:1 | ||||
| 36. Ronde | 02.05.2015 | Alloa Athletic | - | Cowdenbeath FC | 3:0 |
Schotland