3. Round | 25/08/2018 | Dundee United | - | Partick Thistle | 3:1 | ||||
4. Round | 01/09/2018 | Alloa Athletic | - | Dundee United | 1:1 | ||||
7. Round | 29/09/2018 | Dundee United | - | Ross County FC | 1:5 | ||||
9. Round | 20/10/2018 | Dundee United | - | Inverness CT | 1:1 | ||||
10. Round | 27/10/2018 | Dunfermline Athletic | - | Dundee United | 0:2 | ||||
12. Round | 03/11/2018 | Dundee United | - | Queen Of The South | 2:0 | ||||
13. Round | 10/11/2018 | Ross County FC | - | Dundee United | 0:1 | ||||
14. Round | 20/11/2018 | Dundee United | - | Alloa Athletic | 4:2 | ||||
16. Round | 08/12/2018 | Greenock Morton FC | - | Dundee United | 1:1 | ||||
17. Round | 15/12/2018 | Inverness CT | - | Dundee United | 1:1 | ||||
18. Round | 22/12/2018 | Dundee United | - | Falkirk FC | 2:1 | ||||
19. Round | 29/12/2018 | Alloa Athletic | - | Dundee United | 2:1 | ||||
20. Round | 05/01/2019 | Dundee United | - | Partick Thistle | 1:1 | ||||
21. Round | 12/01/2019 | Dundee United | - | Dunfermline Athletic | 1:0 |