1. Round | 30/07/2022 | Heart of Midlothian | - | Ross County FC | 2:1 | ||||
2. Round | 07/08/2022 | Hibernian FC | - | Heart of Midlothian | 1:1 | ||||
3. Round | 14/08/2022 | Heart of Midlothian | - | Dundee United | 4:1 | ||||
16. Round | 12/11/2022 | Heart of Midlothian | - | Livingston FC | 1:1 | ||||
17. Round | 17/12/2022 | Heart of Midlothian | - | Kilmarnock FC | 3:1 | ||||
18. Round | 24/12/2022 | Dundee United | - | Heart of Midlothian | 2:2 |