Round of 32

01/02.09.2026 at 16.00 CET
Ovche Pole (3) – Vardar (1)
Pobeda (V) (3) – Struga (1)
Mogila (3) – Arsimi (1)
BVK Konjare (3) – Bashkimi (1)
Studeniçan (3) – Pelister (2)
Venec (3) – Brera Strumica (2)
Vlaznimi Junior (3) – Makedonija GjP (2)
Vardar (N) (3) – Rabotnichki (2)
Sasa (3) – Shkupi (2)
Teteks (2) – Bregalnica (1)
Kozhuf (2) – Skopje (1)
Det. Plachkovica (2) – Shkëndija 77 (1)
Novaci (2) – Ohrid Lychnidos (2)
Osogovo (2) – Belasica (2)

24.09.2026 at 14.30 CET
Kroschu Sport (3) – Tikvesh (1)
Mogila (3) – Arsimi (1)

Sileks (1) has a bye as title holder.

Round of 16

Sileks (1)