| 2. Round | 07/08/2021 | St. Mirren FC | - | Heart of Midlothian | 1:2 | ||||
| 3. Round | 22/08/2021 | Heart of Midlothian | - | Aberdeen FC | 1:1 | ||||
| 13. Round | 06/11/2021 | Heart of Midlothian | - | Dundee United | 5:2 |  |
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| 14. Round | 20/11/2021 | Motherwell FC | - | Heart of Midlothian | 2:0 | ||||
| 16. Round | 02/12/2021 | Celtic FC | - | Heart of Midlothian | 1:0 | ||||
| 17. Round | 05/12/2021 | Livingston FC | - | Heart of Midlothian | 0:1 | ||||
| 19. Round | 18/12/2021 | Dundee FC | - | Heart of Midlothian | 0:1 | ||||
| 20. Round | 26/12/2021 | Heart of Midlothian | - | Ross County FC | 2:1 | ||||
| 21. Round | 18/01/2022 | Heart of Midlothian | - | St. Johnstone FC | 2:0 | ||||
| 25. Round | 06/02/2022 | Rangers FC | - | Heart of Midlothian | 5:0 | ||||
| 31. Round | 19/03/2022 | Heart of Midlothian | - | Livingston FC | 2:0 | ||||
| 32. Round | 02/04/2022 | Ross County FC | - | Heart of Midlothian | 1:1 | ||||
| 33. Round | 09/04/2022 | Heart of Midlothian | - | Hibernian FC | 3:1 |
Northern Ireland