Macedonia| Home Team | Away Team | Match Date | Score | Stats |
|---|---|---|---|---|
| Tikveš | Voska Sport | 22‑May | 2-1 | |
| Makedonija GjP | Voska Sport | 17‑Apr | 2-1 | |
| Tikveš | Shkupi 1927 | 17‑Apr | 0-0 | |
| Voska Sport | Makedonija GjP | 03‑Apr | 2-0 | |
| Shkupi 1927 | Tikveš | 02‑Apr | 0-0 | |
| FK Rabotnicki | Shkupi 1927 | 09‑Nov | 0-1 | |
| Makedonija GjP | Sileks | 08‑Nov | 1-0 | |
| Bregalnica Štip | Voska Sport | 08‑Nov | 0-1 | |
| Tikveš | Akademija Pandev | 08‑Nov | 1-1 | |
| Vardar Skopje | Makedonija GjP | 25‑Oct | 0-1 | |
| Pelister | Tikveš | 25‑Oct | 0-1 | |
| Shkupi 1927 | Ohrid | 25‑Oct | 4-0 | |
| Akademija Pandev | KF Gostivari | 25‑Oct | 0-0 | |
| Sileks | Bashkimi Kumanovo | 25‑Oct | 3-2 | |
| Bregalnica Štip | Young Team | 25‑Oct | 11-0 | |
| Voska Sport | Struga | 25‑Oct | 0-0 | |
| FK Rabotnicki | Shkendija | 25‑Oct | 3-2 | |
| Belasica | KF Gostivari | 20‑Sep | 0-0 | |
| Kozuv Gevgelija | Akademija Pandev | 20‑Sep | 0-2 | |
| Teteks | FK Rabotnicki | 20‑Sep | 0-3 | |
| Velazerimi 77 | Pelister | 20‑Sep | 0-4 | |
| Novaci | Bregalnica Štip | 20‑Sep | 0-8 | |
| Ohrid | Detonit Plachkovica | 20‑Sep | 2-0 | |
| Besa Dobërdoll | Vardar Skopje | 20‑Sep | 1-1 | |
| BVK Konjari | Shkupi 1927 | 20‑Sep | 0-8 | |
| Karbinci | Voska Sport | 20‑Sep | 0-10 | |
| Aresimi | Tikveš | 20‑Sep | 1-2 | |
| Bashkimi Kumanovo | Skopje | 20‑Sep | 1-1 | |
| Young Team | Pobeda | 20‑Sep | 0-0 |
Macedonia Cup 2023