| 3. Round | 24/08/2019 | Hibernian FC | - | St. Johnstone FC | 2:2 | ||||
| 4. Round | 31/08/2019 | St. Johnstone FC | - | Kilmarnock FC | 0:1 | ||||
| 5. Round | 14/09/2019 | Aberdeen FC | - | St. Johnstone FC | 1:1 |  |
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| 6. Round | 22/09/2019 | St. Johnstone FC | - | Rangers FC | 0:4 | |
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| 7. Round | 28/09/2019 | St. Johnstone FC | - | Motherwell FC | 0:1 | ||||
| 16. Round | 04/12/2019 | Kilmarnock FC | - | St. Johnstone FC | 0:0 | ||||
| 18. Round | 14/12/2019 | Heart of Midlothian | - | St. Johnstone FC | 0:1 | ||||
| 19. Round | 21/12/2019 | St. Johnstone FC | - | St. Mirren FC | 0:0 | ||||
| 20. Round | 26/12/2019 | Hamilton Academical | - | St. Johnstone FC | 0:1 | ||||
| 21. Round | 29/12/2019 | St. Johnstone FC | - | Ross County FC | 1:1 | ||||
| 22. Round | 22/01/2020 | Livingston FC | - | St. Johnstone FC | 1:0 | ||||
| 23. Round | 25/01/2020 | St. Johnstone FC | - | Kilmarnock FC | 2:1 | ||||
| 17. Round | 29/01/2020 | St. Johnstone FC | - | Celtic FC | 0:3 | ||||
| 24. Round | 01/02/2020 | St. Johnstone FC | - | Heart of Midlothian | 3:3 | ||||
| 27. Round | 15/02/2020 | Ross County FC | - | St. Johnstone FC | 1:1 | ||||
| 30. Round | 07/03/2020 | St. Johnstone FC | - | Livingston FC | 1:0 |
Scotland