1. Round | 01/08/2020 | Dundee United | - | St. Johnstone FC | 1:1 | ||||
3. Round | 11/08/2020 | Dundee United | - | Hibernian FC | 0:1 | ||||
4. Round | 15/08/2020 | Ross County FC | - | Dundee United | 1:2 | ||||
5. Round | 22/08/2020 | Dundee United | - | Celtic FC | 0:1 | ||||
6. Round | 29/08/2020 | Kilmarnock FC | - | Dundee United | 4:0 | ||||
7. Round | 12/09/2020 | Rangers FC | - | Dundee United | 4:0 | ||||
22. Round | 02/01/2021 | Aberdeen FC | - | Dundee United | 0:0 | ||||
23. Round | 12/01/2021 | Dundee United | - | St. Johnstone FC | 2:2 | ||||
24. Round | 16/01/2021 | Hamilton Academical | - | Dundee United | 0:0 |