| 4. Ronde | 20.08.2016 | Pirin Blagoevgrad | - | CSKA Sofia | 1:1 |  |
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| 5. Ronde | 26.08.2016 | PFC Beroe | - | Pirin Blagoevgrad | 1:0 | ||||
| 8. Ronde | 23.09.2016 | Pirin Blagoevgrad | - | PFC Montana | 1:0 | ||||
| 9. Ronde | 30.09.2016 | Lokomotiv Plovdiv | - | Pirin Blagoevgrad | 2:3 | ||||
| 10. Ronde | 14.10.2016 | Pirin Blagoevgrad | - | PFC Ludogorets Razgrad | 1:3 | |
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| 11. Ronde | 23.10.2016 | Slavia Sofia | - | Pirin Blagoevgrad | 3:1 | ||||
| 12. Ronde | 31.10.2016 | Pirin Blagoevgrad | - | FK Vereya | 1:1 | ||||
| 13. Ronde | 04.11.2016 | Neftochimik Burgas | - | Pirin Blagoevgrad | 3:1 | ||||
| 14. Ronde | 18.11.2016 | Cherno More Varna | - | Pirin Blagoevgrad | 0:0 | |
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| 15. Ronde | 25.11.2016 | Lokomotiv Gorna Oryahovitsa | - | Pirin Blagoevgrad | 1:0 | ||||
| 16. Ronde | 30.11.2016 | Pirin Blagoevgrad | - | FC Dunav Ruse | 4:1 | ||||
| 17. Ronde | 04.12.2016 | CSKA Sofia | - | Pirin Blagoevgrad | 2:0 | ||||
| 18. Ronde | 12.12.2016 | Pirin Blagoevgrad | - | PFC Beroe | 1:1 | ||||
| 19. Ronde | 15.12.2016 | Botev Plovdiv | - | Pirin Blagoevgrad | 3:2 |
Bulgarije