| 1. Jornada | 17.10.2020 | Raith Rovers | - | Arbroath FC | 3:0 | ||||
| 2. Jornada | 24.10.2020 | Queen Of The South | - | Raith Rovers | 2:5 | ||||
| 3. Jornada | 31.10.2020 | Dundee FC | - | Raith Rovers | 1:1 | ||||
| 4. Jornada | 07.11.2020 | Raith Rovers | - | Greenock Morton FC | 5:0 | ||||
| 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 | ||||
| 15. Jornada | 06.02.2021 | Greenock Morton FC | - | Raith Rovers | 0:1 |  |
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| 17. Jornada | 20.02.2021 | Arbroath FC | - | Raith Rovers | 1:0 | ||||
| 18. Jornada | 27.02.2021 | Raith Rovers | - | Alloa Athletic | 3:1 | |
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| 16. Jornada | 09.03.2021 | Raith Rovers | - | Ayr United | 0:0 |  |
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| 13. Jornada | 16.03.2021 | Raith Rovers | - | Inverness CT | 0:1 |  |
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| 23. Jornada | 13.04.2021 | Queen Of The South | - | Raith Rovers | 0:1 | ||||
| 25. Jornada | 17.04.2021 | Alloa Athletic | - | Raith Rovers | 1:2 | ||||
| 26. Jornada | 24.04.2021 | Dundee FC | - | Raith Rovers | 2:1 | ||||
| 27. Jornada | 30.04.2021 | Raith Rovers | - | Heart of Midlothian | 0:4 | |
Escocia