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| 14/10/2023 | 11:30 | FK Dobrudzha | - | Lokomotiv Plovdiv | 3:4 (1:1, 2:2) aet | |
| 13:00 | Spartak Pleven | - | Lokomotiv Sofia | 0:1 (0:1) | ||
| 13:00 | Vihren Sandanski | - | Pirin Blagoevgrad | 0:1 (0:0) | ||
| 13:00 | Septemvri Tervel | - | Arda Kardzhali | 0:4 (0:2) | ||
| 13:00 | FK Sportist Svoge | - | Hebar Pazardzhik | 0:1 (0:0) | ||
| 31/10/2023 | 15:30 | PFC Litex Lovech | - | Cherno More Varna | 1:0 (0:0) | |
| 01/11/2023 | 11:30 | Maritsa Plovdiv | - | CSKA 1948 Sofia | 0:1 (0:0) | |
| 11:30 | Septemvri Sofia | - | Botev Vratsa | 3:4 (1:2, 3:3, 5:5) pso | ||
| 13:00 | Spartak Varna | - | FK Krumovgrad | 1:0 (0:0) | ||
| 08/11/2023 | 11:30 | Strumska Slava | - | Botev Plovdiv | 0:3 (0:1) | |
| 09/11/2023 | 15:30 | Chernomorets Balchik | - | CSKA Sofia | 0:3 (0:2) | |
| 18/11/2023 | 11:30 | Bdin Vidin | - | PFC Beroe | 1:2 (0:0, 1:1) aet | |
| 11:30 | PSFC Chernomorets | - | Etar Veliko Tarnovo | 2:3 (1:0, 2:2) aet | ||
| 22/11/2023 | 11:30 | Balkan Botevgrad | - | PFC Ludogorets Razgrad | 0:4 (0:1) | |
| 16:00 | FC Dunav Ruse | - | Levski Sofia | 1:3 (1:2) | ||
| 23/11/2023 | 11:30 | FC Yantra | - | Slavia Sofia | 1:4 (1:2) |
