1. Round | 09/08/2014 | Raith Rovers | - | Dumbarton FC | 3:1 | ||||
2. Round | 16/08/2014 | Alloa Athletic | - | Raith Rovers | 0:1 | ||||
3. Round | 23/08/2014 | Raith Rovers | - | Heart of Midlothian | 0:4 | ||||
4. Round | 30/08/2014 | Cowdenbeath FC | - | Raith Rovers | 1:3 | ||||
5. Round | 12/09/2014 | Raith Rovers | - | Rangers FC | 0:4 | ||||
10. Round | 18/10/2014 | Rangers FC | - | Raith Rovers | 6:1 | ||||
11. Round | 25/10/2014 | Raith Rovers | - | Alloa Athletic | 1:1 | ||||
12. Round | 08/11/2014 | Heart of Midlothian | - | Raith Rovers | 1:0 | ||||
13. Round | 15/11/2014 | Raith Rovers | - | Cowdenbeath FC | 2:1 | ||||
14. Round | 22/11/2014 | Queen Of The South | - | Raith Rovers | 2:0 | ||||
15. Round | 06/12/2014 | Raith Rovers | - | Livingston FC | 1:5 |