| 2. Round | 02/08/2021 | Pirin Blagoevgrad | - | PFC Beroe | 2:3 | ||||
| 4. Round | 13/08/2021 | Pirin Blagoevgrad | - | CSKA 1948 Sofia | 4:1 | ||||
| 7. Round | 10/09/2021 | Lokomotiv Sofia | - | Pirin Blagoevgrad | 2:1 |  |
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| 8. Round | 17/09/2021 | Arda Kardzhali | - | Pirin Blagoevgrad | 3:0 | ||||
| 9. Round | 27/09/2021 | Pirin Blagoevgrad | - | Cherno More Varna | 2:2 | ||||
| 11. Round | 15/10/2021 | Pirin Blagoevgrad | - | Botev Vratsa | 3:1 | |
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| 3. Round | 19/10/2021 | Lokomotiv Plovdiv | - | Pirin Blagoevgrad | 2:1 | ||||
| 12. Round | 23/10/2021 | Levski Sofia | - | Pirin Blagoevgrad | 3:0 | ||||
| 13. Round | 31/10/2021 | Pirin Blagoevgrad | - | Tsarsko Selo Sofia | 2:1 | ||||
| 17. Round | 02/12/2021 | CSKA 1948 Sofia | - | Pirin Blagoevgrad | 1:0 | |
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| 18. Round | 05/12/2021 | Pirin Blagoevgrad | - | CSKA Sofia | 1:1 | ||||
| 19. Round | 13/12/2021 | PFC Ludogorets Razgrad | - | Pirin Blagoevgrad | 3:5 |  |
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| 23. Round | 14/03/2022 | Pirin Blagoevgrad | - | Slavia Sofia | 0:0 | |
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| 24. Round | 20/03/2022 | Botev Vratsa | - | Pirin Blagoevgrad | 0:3 | ||||
| 25. Round | 03/04/2022 | Pirin Blagoevgrad | - | Levski Sofia | 0:3 | ||||
| 26. Round | 11/04/2022 | Tsarsko Selo Sofia | - | Pirin Blagoevgrad | 1:0 |
Bulgaria