| 1. Journée | 03.08.2019 | Dundee United | - | Inverness CT | 4:1 | ||||
| 2. Journée | 09.08.2019 | Partick Thistle | - | Dundee United | 1:2 |  |
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| 4. Journée | 30.08.2019 | Dundee United | - | Dundee FC | 6:2 | ||||
| 12. Journée | 02.11.2019 | Inverness CT | - | Dundee United | 0:3 | ||||
| 13. Journée | 08.11.2019 | Dundee FC | - | Dundee United | 0:2 | ||||
| 15. Journée | 10.12.2019 | Greenock Morton FC | - | Dundee United | 1:2 | ||||
| 17. Journée | 14.12.2019 | Arbroath FC | - | Dundee United | 0:1 | ||||
| 18. Journée | 21.12.2019 | Dundee United | - | Ayr United | 4:0 | ||||
| 20. Journée | 04.01.2020 | Queen Of The South | - | Dundee United | 0:1 |  |
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| 21. Journée | 11.01.2020 | Partick Thistle | - | Dundee United | 1:4 | ||||
| 22. Journée | 25.01.2020 | Dundee United | - | Greenock Morton FC | 1:1 | ||||
| 23. Journée | 01.02.2020 | Dundee United | - | Arbroath FC | 0:1 | ||||
| 24. Journée | 14.02.2020 | Alloa Athletic | - | Dundee United | 0:0 | ||||
| 25. Journée | 21.02.2020 | Dundee United | - | Inverness CT | 2:1 | ||||
| 26. Journée | 29.02.2020 | Dunfermline Athletic | - | Dundee United | 2:0 | ||||
| 27. Journée | 03.03.2020 | Ayr United | - | Dundee United | 0:0 | ||||
| 28. Journée | 07.03.2020 | Dundee United | - | Partick Thistle | 1:1 |
Irlande