| 1. Round | 05/08/2017 | Livingston FC | - | Dunfermline Athletic | 1:1 | ||||
| 2. Round | 12/08/2017 | Dunfermline Athletic | - | Inverness CT | 5:1 |  |
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| 3. Round | 19/08/2017 | Dunfermline Athletic | - | Falkirk FC | 3:1 | ||||
| 4. Round | 26/08/2017 | Dumbarton FC | - | Dunfermline Athletic | 0:4 | ||||
| 5. Round | 09/09/2017 | Greenock Morton FC | - | Dunfermline Athletic | 3:2 | ||||
| 7. Round | 23/09/2017 | Brechin City FC | - | Dunfermline Athletic | 0:3 | ||||
| 8. Round | 30/09/2017 | Dunfermline Athletic | - | Dundee United | 1:3 | |
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| 9. Round | 14/10/2017 | Queen Of The South | - | Dunfermline Athletic | 0:0 | ||||
| 10. Round | 21/10/2017 | Dunfermline Athletic | - | Livingston FC | 3:1 | ||||
| 11. Round | 28/10/2017 | Inverness CT | - | Dunfermline Athletic | 1:0 | ||||
| 13. Round | 21/11/2017 | Dunfermline Athletic | - | Greenock Morton FC | 1:1 | ||||
| 14. Round | 25/11/2017 | Dunfermline Athletic | - | Dumbarton FC | 2:2 | ||||
| 21. Round | 06/01/2018 | Dumbarton FC | - | Dunfermline Athletic | 0:1 |
Scotland