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