15/09/2021 14:00 FK Detonit Junior - Makedonija GP 0:3
14:00 FK Pobeda Junior - Vardar Skopje 4:5 pso
14:00 KF Besa Dobërdoll - FK Skopje 4:5 (0:0, 1:1) pso
14:00 Lokomotiva Gradsko - FK Ohrid 0:2
14:00 FK Gostivar - FK Renova 0:4
14:00 FK Ljuboten - FK Pelister 0:9
14:00 KF Korabi - FK Belasica 1:2
14:00 FK Sloga 1934 - FK Rabotnički 0:3
14:00 FK Novaci 2005 - GFK Tikveš 0:2
14:00 Kamenica Sasa - FC Struga 0:2
14:00 FK Voska Sport - FK Bregalnica Štip 0:1
22/09/2021 14:00 FK Kit-Go Pehčevo - KF Shkëndija 79 0:2
14:00 FK New Stars - FK Borec 1:4
14:00 KF Veleshta - KF Shkupi 0:1