| 3. Journée | 25.08.2018 | Dundee United | - | Partick Thistle | 3:1 | ||||
| 4. Journée | 01.09.2018 | Alloa Athletic | - | Dundee United | 1:1 |  |
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| 7. Journée | 29.09.2018 | Dundee United | - | Ross County FC | 1:5 |  |
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| 9. Journée | 20.10.2018 | Dundee United | - | Inverness CT | 1:1 | ||||
| 10. Journée | 27.10.2018 | Dunfermline Athletic | - | Dundee United | 0:2 | ||||
| 12. Journée | 03.11.2018 | Dundee United | - | Queen Of The South | 2:0 | ||||
| 13. Journée | 10.11.2018 | Ross County FC | - | Dundee United | 0:1 | |
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| 14. Journée | 20.11.2018 | Dundee United | - | Alloa Athletic | 4:2 | ||||
| 16. Journée | 08.12.2018 | Greenock Morton FC | - | Dundee United | 1:1 | ||||
| 17. Journée | 15.12.2018 | Inverness CT | - | Dundee United | 1:1 | ||||
| 18. Journée | 22.12.2018 | Dundee United | - | Falkirk FC | 2:1 | ||||
| 19. Journée | 29.12.2018 | Alloa Athletic | - | Dundee United | 2:1 | |
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| 20. Journée | 05.01.2019 | Dundee United | - | Partick Thistle | 1:1 | ||||
| 21. Journée | 12.01.2019 | Dundee United | - | Dunfermline Athletic | 1:0 |
Écosse