| 1. Round | 09/07/2022 | Lokomotiv Plovdiv | - | Pirin Blagoevgrad | 2:1 | ||||
| 2. Round | 17/07/2022 | Pirin Blagoevgrad | - | CSKA 1948 Sofia | 1:1 |  |
|||
| 4. Round | 30/07/2022 | Pirin Blagoevgrad | - | Slavia Sofia | 1:2 |  |
|||
| 6. Round | 12/08/2022 | Cherno More Varna | - | Pirin Blagoevgrad | 1:0 | ||||
| 8. Round | 28/08/2022 | Hebar Pazardzhik | - | Pirin Blagoevgrad | 0:0 | ||||
| 9. Round | 02/09/2022 | Pirin Blagoevgrad | - | Botev Vratsa | 2:1 | ||||
| 10. Round | 12/09/2022 | Arda Kardzhali | - | Pirin Blagoevgrad | 0:0 | ||||
| 14. Round | 15/10/2022 | Botev Plovdiv | - | Pirin Blagoevgrad | 3:1 | ||||
| 18. Round | 11/11/2022 | Pirin Blagoevgrad | - | Spartak Varna | 3:1 |
Bulgaria