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1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final

5

Makedonija GP1Teteks0

17,9,2008,15,30TET-MAK0:1

Fortuna Skopje2Pobeda3

17,9,2008,15,30FOR-POB2:3

Drita2Napredok1

17,9,2008,15,30DRI-NAP2:1

KF Gostivar0Miravci3

17,9,2008,15,30GOS-MIR0:3

Sileks2Vellazerimi0

17,9,2008,15,30VEL-SIL0:2

Karaorman0Belasica3

17,9,2008,15,30KAR-BEL0:3

Met. Skopje1Oktomvri0

17,9,2008,15,30OKT-MET0:1

Acev0Milano Kumanovo4

17,9,2008,15,30ACE-MIL0:4

Shkendija4Kravari0

17,9,2008,15,30KRA-SKD0:4

Bashkimi0Ohrid3

17,9,2008,15,30OHR-BAS3:0

Turnovo3Bregalnica Stip0

17,9,2008,15,30BRE-TUR0:3

Kozuf Gevgelija1Pelister4

17,9,2008,15,30KOZ-PEL1:4

Renova4Shkupi2

17,9,2008,15,30SHK-REN2:4

Babuna0Vardar3

17,9,2008,15,30BAB-VAR0:3

Nov1Cem. Skopje0

17,9,2008,15,30NOV-CEM1:0

Lok. Skopje0Rabotnicki2

17,9,2008,15,30LOK-RAB0:2

Makedonija GP41Pobeda01

22,10,2008,14,00POB-MAK1:1
29,10,2008,13,00MAK-POB4:0

Drita01Miravci41

22,10,2008,14,00DRI-MIR1:1
29,10,2008,13,00MIR-DRI4:0

Sileks02Belasica00

22,10,2008,14,00SIL-BEL2:0
29,10,2008,13,00BEL-SIL0:0

Met. Skopje00Milano Kumanovo01

22,10,2008,14,00MET-MIL0:1
29,10,2008,13,00MIL-MET0:0

Shkendija23Ohrid10

22,10,2008,14,00SKD-OHR3:0
29,10,2008,13,00OHR-SKD1:2

Turnovo10Pelister24

22,10,2008,14,00PEL-TUR4:0
29,10,2008,13,00TUR-PEL1:2

Renova21Vardar01

22,10,2008,14,00VAR-REN1:1
29,10,2008,13,00REN-VAR2:0

Nov00Rabotnicki21

22,10,2008,14,00RAB-NOV1:0
29,10,2008,13,00NOV-RAB0:2

Makedonija GP31Miravci01

26,11,2008,12,00MIR-MAK1:1
10,12,2008,12,00MAK-MIR3:0

Sileks10Milano Kumanovo22

26,11,2008,12,00SIL-MIL0:2
10,12,2008,12,00MIL-SIL2:1

Shkendija31Pelister03

26,11,2008,12,00PEL-SKD3:1
10,12,2008,12,00SKD-PEL3:0

Renova00Rabotnicki10

26,11,2008,12,00REN-RAB0:0
10,12,2008,12,00RAB-REN1:0

Makedonija GP02Milano Kumanovo10

8,4,2009,16,00MAK-MIL2:0
6,5,2009,16,30MIL-MAK1:0

Shkendija11Rabotnicki03

8,4,2009,16,00RAB-SKD3:1
6,5,2009,16,30SKD-RAB1:0

Makedonija GP1Rabotnicki2

24,5,2009,0,00RAB-MAK2:1 PEN.