| 5. Round | 22/08/2020 | Dundee United | - | Celtic FC | 0:1 | ||||
| 6. Round | 29/08/2020 | Kilmarnock FC | - | Dundee United | 4:0 | ||||
| 14. Round | 06/11/2020 | St. Mirren FC | - | Dundee United | 0:0 | ||||
| 15. Round | 21/11/2020 | Dundee United | - | Hamilton Academical | 2:1 | ||||
| 18. Round | 19/12/2020 | Hibernian FC | - | Dundee United | 1:1 | ||||
| 19. Round | 23/12/2020 | Dundee United | - | Kilmarnock FC | 2:0 | ||||
| 20. Round | 26/12/2020 | Dundee United | - | Motherwell FC | 1:1 | ||||
| 21. Round | 30/12/2020 | Celtic FC | - | Dundee United | 3:0 |
Scotland