| 1. Jornada | 04.08.2023 | Arbroath FC | - | Dundee United | 0:4 | ||||
| 2. Jornada | 12.08.2023 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
| 3. Jornada | 26.08.2023 | Ayr United | - | Dundee United | 0:3 | ||||
| 4. Jornada | 02.09.2023 | Dundee United | - | Airdrieonians FC | 2:0 | ||||
| 5. Jornada | 16.09.2023 | Dundee United | - | Greenock Morton FC | 1:1 | ||||
| 6. Jornada | 23.09.2023 | Inverness CT | - | Dundee United | 0:1 |  |
|||
| 7. Jornada | 30.09.2023 | Dundee United | - | Queen's Park FC | 4:1 | ||||
| 21. Jornada | 12.01.2024 | Inverness CT | - | Dundee United | 0:1 | ||||
| 22. Jornada | 27.01.2024 | Dundee United | - | Dunfermline Athletic | 0:0 | ||||
| 25. Jornada | 24.02.2024 | Dundee United | - | Queen's Park FC | 3:1 | ||||
| 26. Jornada | 27.02.2024 | Dundee United | - | Airdrieonians FC | 0:2 | ||||
| 28. Jornada | 09.03.2024 | Dundee United | - | Arbroath FC | 4:0 |
Escocia