| 1. Ronde | 14.07.2023 | FK Krumovgrad | - | PFC Ludogorets Razgrad | 3:1 |  |
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| 2. Ronde | 21.07.2023 | CSKA Sofia | - | FK Krumovgrad | 1:0 | ||||
| 3. Ronde | 28.07.2023 | FK Krumovgrad | - | Cherno More Varna | 1:3 | ||||
| 4. Ronde | 07.08.2023 | PFC Beroe | - | FK Krumovgrad | 2:0 | ||||
| 6. Ronde | 20.08.2023 | Botev Plovdiv | - | FK Krumovgrad | 1:2 | ||||
| 7. Ronde | 26.08.2023 | FK Krumovgrad | - | Lokomotiv Sofia | 2:0 | ||||
| 8. Ronde | 03.09.2023 | Lokomotiv Plovdiv | - | FK Krumovgrad | 4:0 |
Bulgarije