| 1. Ronde | 03.08.2019 | Ross County FC | - | Hamilton Academical | 3:0 | ||||
| 2. Ronde | 10.08.2019 | Hamilton Academical | - | Kilmarnock FC | 2:0 | ||||
| 3. Ronde | 24.08.2019 | Hamilton Academical | - | Motherwell FC | 1:3 | ||||
| 4. Ronde | 31.08.2019 | Heart of Midlothian | - | Hamilton Academical | 2:2 | ||||
| 5. Ronde | 14.09.2019 | Hamilton Academical | - | Celtic FC | 0:1 | ||||
| 6. Ronde | 21.09.2019 | St. Mirren FC | - | Hamilton Academical | 0:0 |  |
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| 7. Ronde | 28.09.2019 | Hamilton Academical | - | Livingston FC | 2:1 | ||||
| 8. Ronde | 06.10.2019 | Rangers FC | - | Hamilton Academical | 5:0 | ||||
| 9. Ronde | 19.10.2019 | Hamilton Academical | - | Hibernian FC | 1:1 | ||||
| 10. Ronde | 26.10.2019 | St. Johnstone FC | - | Hamilton Academical | 3:2 | ||||
| 11. Ronde | 30.10.2019 | Hamilton Academical | - | Aberdeen FC | 0:1 | ||||
| 12. Ronde | 02.11.2019 | Hamilton Academical | - | Ross County FC | 2:2 | ||||
| 13. Ronde | 09.11.2019 | Kilmarnock FC | - | Hamilton Academical | 2:2 | |
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| 22. Ronde | 22.01.2020 | Hibernian FC | - | Hamilton Academical | 2:1 | |
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| 23. Ronde | 25.01.2020 | Hamilton Academical | - | Livingston FC | 2:4 |
Wales