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| 21/11/2023 | 12:30 | NK Zavrč | - | NK Triglav | 1:2 (1:1) | |
| 22/11/2023 | 12:00 | Olimpija Ljubljana | - | Rudar Velenje | 4:1 (2:0) | |
| 12:00 | IB 1975 Ljubljana | - | NK Rogaška | 1:3 (0:0, 1:1) aet | ||
| 12:30 | NK Odranci | - | FC Koper | 0:3 (0:0) | ||
| 14:00 | KNK Fužinar | - | NK Radomlje | 0:2 (0:1) | ||
| 16:00 | ND Gorica | - | NK Domžale | 2:1 (0:0) | ||
| 17:00 | NK Nafta | - | NK Celje | 5:4 (0:1, 1:1, 1:1) pso | ||
| 23/11/2023 | 12:00 | ND Primorje | - | NK Maribor | 1:3 (0:2) | |
| 15:00 | ŠD Šenčur | - | NŠ Mura | 0:2 (0:1) | ||
| 25/11/2023 | 12:00 | Rudar Trbovlje | - | NK Jesenice | 1:4 (1:1) | |
| 12:00 | NŠ Roho VBO | - | ND Ilirija 1911 | 0:5 (0:3) | ||
| 12:00 | NK Gančani | - | ND Beltinci | 0:7 (0:3) | ||
| 12:00 | NK Podvinci | - | NK Tabor Sežana | 3:2 (2:0) | ||
| 26/11/2023 | 10:00 | NK Videm | - | NK Hajdina | 3:2 (0:1, 2:2) aet | |
| 11:00 | NK Čarda Martjanci | - | Prekmurec Dobrovnik | 7:2 (3:1) | ||
| 12:00 | NK Središče | - | NK Ljutomer | 0:4 (0:3) |
