| 1. Round | 03/08/2019 | Hibernian FC | - | St. Mirren FC | 1:0 | ||||
| 2. Round | 11/08/2019 | Rangers FC | - | Hibernian FC | 6:1 | ||||
| 3. Round | 24/08/2019 | Hibernian FC | - | St. Johnstone FC | 2:2 | ||||
| 4. Round | 31/08/2019 | Motherwell FC | - | Hibernian FC | 3:0 | ||||
| 7. Round | 28/09/2019 | Hibernian FC | - | Celtic FC | 1:1 | ||||
| 25. Round | 05/02/2020 | Rangers FC | - | Hibernian FC | 2:1 | ||||
| 30. Round | 07/03/2020 | Aberdeen FC | - | Hibernian FC | 3:1 |  |
Scotland
