3. Round | 25/08/2019 | St. Mirren FC | - | Rangers FC | 0:1 | ||||
6. Round | 22/09/2019 | St. Johnstone FC | - | Rangers FC | 0:4 | ||||
10. Round | 27/10/2019 | Rangers FC | - | Motherwell FC | 2:1 | ||||
11. Round | 30/10/2019 | Ross County FC | - | Rangers FC | 0:4 | ||||
13. Round | 10/11/2019 | Livingston FC | - | Rangers FC | 0:2 | ||||
14. Round | 24/11/2019 | Hamilton Academical | - | Rangers FC | 1:3 | ||||
15. Round | 01/12/2019 | Rangers FC | - | Heart of Midlothian | 5:0 | ||||
16. Round | 04/12/2019 | Aberdeen FC | - | Rangers FC | 2:2 |