| 3. Ronde | 24.11.2020 | Heart of Midlothian | - | Alloa Athletic | 3:0 | ||||
| 6. Ronde | 05.12.2020 | Greenock Morton FC | - | Heart of Midlothian | 0:2 | ||||
| 7. Ronde | 12.12.2020 | Heart of Midlothian | - | Queen Of The South | 6:1 | ||||
| 9. Ronde | 26.12.2020 | Heart of Midlothian | - | Ayr United | 5:3 | ||||
| 10. Ronde | 29.12.2020 | Heart of Midlothian | - | Arbroath FC | 3:1 | ||||
| 11. Ronde | 02.01.2021 | Dundee FC | - | Heart of Midlothian | 3:1 | ||||
| 13. Ronde | 16.01.2021 | Alloa Athletic | - | Heart of Midlothian | 1:3 | ||||
| 14. Ronde | 23.01.2021 | Heart of Midlothian | - | Raith Rovers | 2:3 | ||||
| 22. Ronde | 27.03.2021 | Heart of Midlothian | - | Queen Of The South | 2:3 |
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