| 1. Round | 08/08/2020 | PFC Montana | - | Arda Kardzhali | 3:3 | ||||
| 3. Round | 24/08/2020 | PFC Montana | - | Etar Veliko Tarnovo | 1:0 | ||||
| 4. Round | 29/08/2020 | PFC Montana | - | Levski Sofia | 0:4 |  |
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| 15. Round | 07/12/2020 | PFC Montana | - | Tsarsko Selo Sofia | 3:4 | ||||
| 19. Round | 28/02/2021 | Botev Plovdiv | - | PFC Montana | 1:1 | ||||
| 20. Round | 09/03/2021 | PFC Montana | - | Botev Vratsa | 0:1 | ||||
| 21. Round | 13/03/2021 | Slavia Sofia | - | PFC Montana | 2:1 | ||||
| 23. Round | 10/04/2021 | PFC Ludogorets Razgrad | - | PFC Montana | 1:0 | ||||
| 24. Round | 15/04/2021 | PFC Montana | - | Lokomotiv Plovdiv | 0:1 | ||||
| 25. Round | 21/04/2021 | CSKA Sofia | - | PFC Montana | 6:0 | ||||
| 26. Round | 24/04/2021 | PFC Montana | - | PFC Beroe | 1:1 |
Bulgaria