1. Round | 14/07/2023 | Pirin Blagoevgrad | - | PFC Beroe | 1:2 | ||||
2. Round | 21/07/2023 | CSKA 1948 Sofia | - | Pirin Blagoevgrad | 3:0 | ||||
3. Round | 29/07/2023 | Pirin Blagoevgrad | - | Botev Plovdiv | 0:0 | ||||
8. Round | 01/09/2023 | Pirin Blagoevgrad | - | Arda Kardzhali | 0:2 | ||||
6. Round | 14/09/2023 | Levski Sofia | - | Pirin Blagoevgrad | 2:0 | ||||
9. Round | 18/09/2023 | Hebar Pazardzhik | - | Pirin Blagoevgrad | 1:2 | ||||
10. Round | 24/09/2023 | Pirin Blagoevgrad | - | FK Krumovgrad | 1:0 | ||||
11. Round | 28/09/2023 | Etar Veliko Tarnovo | - | Pirin Blagoevgrad | 0:2 | ||||
16. Round | 03/11/2023 | PFC Beroe | - | Pirin Blagoevgrad | 0:0 | ||||
20. Round | 11/12/2023 | Lokomotiv Plovdiv | - | Pirin Blagoevgrad | 3:0 |