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| Date | Match | Score |
|---|---|---|
| 25.10.2025 | Shkëndija Haraçinë - Osogovo | 1 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Osogovo - Belasica | 1 - 3 | L |
| 05.09.2026 | Detonit Plachkovica - Osogovo | 2 - 1 | L |
| 29.08.2026 | Osogovo - Novaci | 0 - 0 | D |
| 22.08.2026 | Kamjani - Osogovo | 2 - 1 | L |
| 15.08.2026 | Belasica - Osogovo | 1 - 0 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Detonit Plachkovica - Shkëndija Haraçinë | 1 - 3 | W |
| 04.09.2026 | Bregalnica Štip - Shkëndija Haraçinë | 0 - 1 | W |
| 30.08.2026 | Bashkimi Kumanovo - Shkëndija Haraçinë | 1 - 2 | W |
| 22.08.2026 | Shkëndija Haraçinë - Aresimi | 0 - 2 | L |
| 15.08.2026 | Tikveš - Shkëndija Haraçinë | 0 - 1 | W |