| 1. Round | 18/07/2015 | Botev Plovdiv | - | Levski Sofia | 1:1 | ||||
| 2. Round | 25/07/2015 | Levski Sofia | - | PFC Litex Lovech | annull. | ||||
| 3. Round | 01/08/2015 | PFC Ludogorets Razgrad | - | Levski Sofia | 2:0 |  |
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| 4. Round | 08/08/2015 | Cherno More Varna | - | Levski Sofia | 0:1 | ||||
| 5. Round | 15/08/2015 | Levski Sofia | - | PFC Montana | 2:0 | ||||
| 6. Round | 23/08/2015 | Lokomotiv Plovdiv | - | Levski Sofia | 1:0 | ||||
| 7. Round | 30/08/2015 | Levski Sofia | - | Pirin Blagoevgrad | 0:0 | ||||
| 11. Round | 04/10/2015 | PFC Litex Lovech | - | Levski Sofia | annull. | ||||
| 13. Round | 23/10/2015 | Levski Sofia | - | Cherno More Varna | 1:0 | ||||
| 16. Round | 22/11/2015 | Pirin Blagoevgrad | - | Levski Sofia | 1:0 | |
North Macedonia
Netherlands