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| 14/08/2019 | 15:00 | ŠD Videm | - | NK Tabor Sežana | 1:4 | |
| 15:00 | NK Bistrica | - | NK Brda | 3:4 pso | ||
| 15:00 | NK Bled Hirter | - | NK Celje | 1:3 | ||
| 15:00 | NK Brežice 1919 | - | NK Triglav | 1:2 | ||
| 15:00 | NK Grad | - | NK Krško | 1:4 | ||
| 15:00 | Partizan Pesnica | - | ND Gorica | 1:5 | ||
| 15:00 | NK Odranci | - | NK Aluminij | 1:3 | ||
| 15:00 | NK Tolmin | - | NK Šampion Celje | 3:2 | ||
| 15:00 | ŠD Šenčur | - | NK Nafta | 0:1 | ||
| 15:00 | NK Dobrovce | - | NK Radomlje | 0:10 | ||
| 17:00 | FC Koper | - | ND Beltinci | 6:0 | ||
| 15/08/2019 | 15:00 | NK Bravo | - | Rudar Velenje | 1:4 aet |
