Pobeda Prilep

Ground: City Stadium "Goce Delcev" Prilep
Referee: Zoran Boshkov (Negotino)
Yellow cards: Dunimagloski (P) Mustafa, Adem, Kurbardovik (S)
Man of the match: Ilija Nestoroski

• [8] Nestoroski
  
• [19] Nestoroski
  

Pobeda: Jeftimov, Mitrevski, Veljanoski, Mircheski, Stojanov (Zojcheski), Spirkoski, Jusufoski, Petrovik (Dunimagloski), Altiparmakovski, Delovski, Nestoroski (Stisniovski)
Sloga: Mustafa, Biljali, Shabani (Kurbardovik), Berisha, Ajdini, Sulejman, Sulejmani, Adem (Ferizi), Kjail (Aluju), Ramadani, Guri

Pobeda 2 - 0 Sloga (27.09.2009)

Ground: "City Stadium"-Tetovo
Referee: Marjan Eckoski (Ohrid)
Yellow cards: Bajrami (R) Petrović, Aceski (P)
Man of the match: Ilber Ali

• [10] Ali (R)
  
• [19] Churlinov (P)
• [90] Ibraimi (R)

Renova: Kovakević, Memedi, Despotovski, Statovci, Gashi, Bajrami (Angelovski), Emini, Nuhiu (Ismaili), Todorovski, Ali, Ibraimi (Ademi)
Pobeda: Pashovski, Jovanović, Dameski, Mitrevski, Mircheski, Ristov (Delovski), Churlinov (Zojcheski), Petrović, Aceski, Nestoroski (Stisnioski)

Renova 2 - 1 Pobeda (19.09.2009)

Ground: National Arena "Filip II of Macedon"
Referee: Zoran Petkovski (Veles)
Yellow cards: Peev, Ejupi (V) Stojanov, Churlinov (P)
Red card: Dzangarovski (V)
Man of the match: Goran Pashovski

Vardar: Madzovski, Dzangarovski, Krsteski, Ejupi, Peev, Ristov (Pandovski), Belchev, Kostencovski, Tripunovski (Idrizi), Ristovski, Stupik
Pobeda: Pashovski, Mircheski, Jovanović, Mitrevski, Damevski, Aceski (Churlinov), Ristov, Stojanov, Marković, Petrović, Nestoroski

Vardar 0 - 0 Pobeda (13.09.2009)