| 1. Round | 06/08/2016 | Dunfermline Athletic | - | Dumbarton FC | 4:3 | ||||
| 2. Round | 13/08/2016 | Hibernian FC | - | Dunfermline Athletic | 2:1 | ||||
| 3. Round | 20/08/2016 | Raith Rovers | - | Dunfermline Athletic | 2:0 | ||||
| 4. Round | 27/08/2016 | Dunfermline Athletic | - | Queen Of The South | 0:1 | ||||
| 5. Round | 10/09/2016 | Dunfermline Athletic | - | Dundee United | 1:3 | ||||
| 7. Round | 24/09/2016 | Dunfermline Athletic | - | St. Mirren FC | 4:3 | ||||
| 8. Round | 01/10/2016 | Ayr United | - | Dunfermline Athletic | 0:0 | ||||
| 9. Round | 15/10/2016 | Falkirk FC | - | Dunfermline Athletic | 2:1 | ||||
| 11. Round | 29/10/2016 | Dumbarton FC | - | Dunfermline Athletic | 2:2 | ||||
| 16. Round | 10/12/2016 | Dunfermline Athletic | - | Greenock Morton FC | 2:1 | ||||
| 29. Round | 18/03/2017 | Dunfermline Athletic | - | Ayr United | 0:1 | ||||
| 30. Round | 11/04/2017 | Dundee United | - | Dunfermline Athletic | 1:0 | ||||
| 35. Round | 29/04/2017 | Dunfermline Athletic | - | Greenock Morton FC | 3:1 | ||||
| 36. Round | 06/05/2017 | Queen Of The South | - | Dunfermline Athletic | 0:1 |
Scotland