| 8. Jornada | 26.01.2021 | Raith Rovers | - | Heart of Midlothian | 0:4 | ||||
| 12. Jornada | 30.01.2021 | Raith Rovers | - | Dundee FC | 3:1 | ||||
| 11. Jornada | 03.02.2021 | Dunfermline Athletic | - | Raith Rovers | 4:1 | ||||
| 13. Jornada | 16.03.2021 | Raith Rovers | - | Inverness CT | 0:1 | ||||
| 21. Jornada | 20.03.2021 | Ayr United | - | Raith Rovers | 1:1 | ||||
| 22. Jornada | 27.03.2021 | Raith Rovers | - | Greenock Morton FC | 1:0 | ||||
| 24. Jornada | 10.04.2021 | Raith Rovers | - | Arbroath FC | 2:2 | ||||
| 26. Jornada | 24.04.2021 | Dundee FC | - | Raith Rovers | 2:1 | ||||
| 27. Jornada | 30.04.2021 | Raith Rovers | - | Heart of Midlothian | 0:4 |
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