| 2. Round | 12/08/2017 | Dundee United | - | Queen Of The South | 2:1 | ||||
| 3. Round | 19/08/2017 | Dundee United | - | Brechin City FC | 1:0 | ||||
| 4. Round | 26/08/2017 | St. Mirren FC | - | Dundee United | 3:0 | ||||
| 7. Round | 23/09/2017 | Dundee United | - | Greenock Morton FC | 2:1 | ||||
| 8. Round | 30/09/2017 | Dunfermline Athletic | - | Dundee United | 1:3 | ||||
| 9. Round | 14/10/2017 | Livingston FC | - | Dundee United | 2:0 | ||||
| 10. Round | 21/10/2017 | Dundee United | - | Inverness CT | 0:2 | ||||
| 11. Round | 28/10/2017 | Dumbarton FC | - | Dundee United | 0:2 | ||||
| 12. Round | 04/11/2017 | Dundee United | - | St. Mirren FC | 2:1 | ||||
| 13. Round | 19/11/2017 | Dundee United | - | Falkirk FC | 3:0 | ||||
| 14. Round | 25/11/2017 | Brechin City FC | - | Dundee United | 1:1 | ||||
| 15. Round | 02/12/2017 | Dundee United | - | Dunfermline Athletic | 2:1 | ||||
| 16. Round | 09/12/2017 | Greenock Morton FC | - | Dundee United | 0:2 |
England
Egypt