| 1. Round | 31/07/2016 | Levski Sofia | - | PFC Montana | 0:0 |  |
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| 2. Round | 08/08/2016 | Cherno More Varna | - | PFC Montana | 1:0 | ||||
| 3. Round | 12/08/2016 | PFC Montana | - | Lokomotiv Plovdiv | 0:3 | |
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| 4. Round | 20/08/2016 | PFC Ludogorets Razgrad | - | PFC Montana | 2:0 | |
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| 5. Round | 26/08/2016 | PFC Montana | - | Slavia Sofia | 1:2 | |
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| 6. Round | 09/09/2016 | FK Vereya | - | PFC Montana | 3:0 | ||||
| 7. Round | 16/09/2016 | PFC Montana | - | Neftochimik Burgas | 2:0 | |
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| 8. Round | 23/09/2016 | Pirin Blagoevgrad | - | PFC Montana | 1:0 | ||||
| 9. Round | 01/10/2016 | PFC Montana | - | Lokomotiv Gorna Oryahovitsa | 2:4 |
Bulgaria