| 3. Round | 22/08/2021 | Heart of Midlothian | - | Aberdeen FC | 1:1 |  |
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| 6. Round | 18/09/2021 | Ross County FC | - | Heart of Midlothian | 2:2 | ||||
| 19. Round | 18/12/2021 | Dundee FC | - | Heart of Midlothian | 0:1 |  |
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| 20. Round | 26/12/2021 | Heart of Midlothian | - | Ross County FC | 2:1 |
Scotland