| 1. Round | 03/08/2019 | Celtic FC | - | St. Johnstone FC | 7:0 |  |
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| 2. Round | 10/08/2019 | St. Johnstone FC | - | Livingston FC | 2:2 | ||||
| 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 | ||||
| 6. Round | 22/09/2019 | St. Johnstone FC | - | Rangers FC | 0:4 | ||||
| 7. Round | 28/09/2019 | St. Johnstone FC | - | Motherwell FC | 0:1 | |
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| 8. Round | 05/10/2019 | Ross County FC | - | St. Johnstone FC | 2:2 | ||||
| 9. Round | 19/10/2019 | St. Mirren FC | - | St. Johnstone FC | 2:0 | |
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| 10. Round | 26/10/2019 | St. Johnstone FC | - | Hamilton Academical | 3:2 | ||||
| 11. Round | 30/10/2019 | St. Johnstone FC | - | Heart of Midlothian | 1:0 | ||||
| 13. Round | 09/11/2019 | St. Johnstone FC | - | Hibernian FC | 1:4 | ||||
| 14. Round | 24/11/2019 | St. Johnstone FC | - | Aberdeen FC | 1:1 |  |
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| 18. Round | 14/12/2019 | Heart of Midlothian | - | St. Johnstone FC | 0:1 | |
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| 19. Round | 21/12/2019 | St. Johnstone FC | - | St. Mirren FC | 0:0 | |
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| 20. Round | 26/12/2019 | Hamilton Academical | - | St. Johnstone FC | 0:1 | |
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| 21. Round | 29/12/2019 | St. Johnstone FC | - | Ross County FC | 1:1 | |
Scotland