| 1. Round | 24/07/2021 | Levski Sofia | - | Slavia Sofia | 1:2 |  |
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| 2. Round | 31/07/2021 | Botev Vratsa | - | Levski Sofia | 2:0 | ||||
| 3. Round | 08/08/2021 | Levski Sofia | - | Arda Kardzhali | 0:2 | ||||
| 4. Round | 14/08/2021 | Levski Sofia | - | Tsarsko Selo Sofia | 3:1 | ||||
| 5. Round | 20/08/2021 | Botev Plovdiv | - | Levski Sofia | 3:1 | |
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| 6. Round | 28/08/2021 | Levski Sofia | - | PFC Beroe | 2:1 | ||||
| 7. Round | 12/09/2021 | Lokomotiv Plovdiv | - | Levski Sofia | 2:2 | ||||
| 8. Round | 18/09/2021 | Levski Sofia | - | CSKA 1948 Sofia | 0:0 | ||||
| 9. Round | 26/09/2021 | CSKA Sofia | - | Levski Sofia | 2:1 | ||||
| 10. Round | 03/10/2021 | Levski Sofia | - | PFC Ludogorets Razgrad | 2:4 | |
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| 11. Round | 16/10/2021 | Lokomotiv Sofia | - | Levski Sofia | 1:2 |
Cyprus