1. Round | 04/08/2019 | Kilmarnock FC | - | Rangers FC | 1:2 | ||||
2. Round | 11/08/2019 | Rangers FC | - | Hibernian FC | 6:1 | ||||
3. Round | 25/08/2019 | St. Mirren FC | - | Rangers FC | 0:1 | ||||
4. Round | 01/09/2019 | Rangers FC | - | Celtic FC | 0:2 | ||||
17. Round | 29/01/2020 | Rangers FC | - | Ross County FC | 2:0 | ||||
25. Round | 05/02/2020 | Rangers FC | - | Hibernian FC | 2:1 | ||||
30. Round | 08/03/2020 | Ross County FC | - | Rangers FC | 0:1 |