Partite di Osogovo

gennaio 2026

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  0-0
  Detonit Plachkovica C Amichevoli per club
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  Aerodrom T Amichevoli per club
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  0-3
  Belasica C Amichevoli per club

febbraio 2026

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  1-4
  Vardar Skopje C Amichevoli per club
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  Vardar Negotino T Amichevoli per club
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  1-2
  Pobeda Valandovo T Amichevoli per club

ottobre 2026

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  Gorno Lisiče C Second League
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  Pelister T Second League
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  Akademija Pandev C Second League
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  Makedonija GjP T Second League

novembre 2026

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  FK Rabotnicki C Second League
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  Shkupi 1927 T Second League
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  Ohrid C Second League

dicembre 2026

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  Belasica C Second League
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  Kamjani C Second League

febbraio 2027

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  Novaci T Second League
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  Detonit Plachkovica C Second League

marzo 2027

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  Kozuv Gevgelija T Second League
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  Teteks C Second League
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  Gorno Lisiče T Second League
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  Pelister C Second League

aprile 2027

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  Akademija Pandev T Second League
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  Makedonija GjP C Second League
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  FK Rabotnicki T Second League
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  Shkupi 1927 C Second League

maggio 2027

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  Ohrid T Second League