| 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 | |
|||
| 5. Jornada | 21.11.2020 | Inverness CT | - | Raith Rovers | 2:0 | ||||
| 6. Jornada | 05.12.2020 | Raith Rovers | - | Dunfermline Athletic | 2:2 |  |
|||
| 7. Jornada | 11.12.2020 | Ayr United | - | Raith Rovers | 0:0 | |
|||
| 9. Jornada | 26.12.2020 | Alloa Athletic | - | Raith Rovers | 2:5 | ||||
| 10. Jornada | 29.12.2020 | Raith Rovers | - | Queen Of The South | 0:2 | |
|||
| 14. Jornada | 23.01.2021 | Heart of Midlothian | - | Raith Rovers | 2:3 | ||||
| 18. Jornada | 27.02.2021 | Raith Rovers | - | Alloa Athletic | 3:1 | ||||
| 16. Jornada | 09.03.2021 | Raith Rovers | - | Ayr United | 0:0 | ||||
| 20. Jornada | 12.03.2021 | Inverness CT | - | Raith Rovers | 0:0 | |
|||
| 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 |
Escocia