1st(1st leg) FK Renova - KF Gostivari 0:1 (0:0)
2nd (2nd leg) KF Gostivari - FK Renova 1:5 (0:3)
1st(1st leg): 13/09/2011 14:30 2nd (2nd leg): 28/09/2011 13:30 Winner: FK Renova
1st(1st leg) Sileks Kratovo - FK Teteks 2:2 (1:1)
2nd (2nd leg) FK Teteks - Sileks Kratovo 0:0 (0:0)
1st(1st leg): 14/09/2011 14:30 2nd (2nd leg): 28/09/2011 13:30 Winner: FK Teteks
1st(1st leg) 11 Oktomvri - FK Skopje 4:0 (3:0)
2nd (2nd leg) FK Skopje - 11 Oktomvri 2:0 (0:0)
1st(1st leg): 14/09/2011 14:30 2nd (2nd leg): 29/09/2011 13:30 Winner: 11 Oktomvri
1st(1st leg) KF Shkëndija 79 - FK Bregalnica Štip 2:0 (0:0)
2nd (2nd leg) FK Bregalnica Štip - KF Shkëndija 79 3:0 (1:0, 2:0) pso
1st(1st leg): 14/09/2011 14:30 2nd (2nd leg): 28/09/2011 13:30 Winner: FK Bregalnica Štip
1st(1st leg) FK Turnovo - FK Pelister 1:0
2nd (2nd leg) FK Pelister - FK Turnovo 1:1 (0:0)
1st(1st leg): 14/09/2011 14:30 2nd (2nd leg): 28/09/2011 13:30 Winner: FK Turnovo
1st(1st leg) Napredok Kičevo - FK Miravci 3:1 (2:0)
2nd (2nd leg) FK Miravci - Napredok Kičevo 2:3
1st(1st leg): 14/09/2011 14:30 2nd (2nd leg): 28/09/2011 13:30 Winner: Napredok Kičevo
1st(1st leg) FK Rabotnički - Metalurg Skopje 0:0
2nd (2nd leg) Metalurg Skopje - FK Rabotnički 3:5 (0:0, 0:0) pso
1st(1st leg): 14/09/2011 14:30 2nd (2nd leg): 28/09/2011 13:30 Winner: FK Rabotnički
1st(1st leg) Vardar Skopje - GFK Tikvesh 6:1 (4:1)
2nd (2nd leg) GFK Tikvesh - Vardar Skopje 0:1 (0:0)
1st(1st leg): 15/09/2011 17:30 2nd (2nd leg): 28/09/2011 13:30 Winner: Vardar Skopje