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| Date | Match | Score |
|---|---|---|
| 21.11.2025 | Osogovo - Vardar Negotino | 5 : 1 |
| 26.07.2025 | Vardar Negotino - Osogovo | 0 : 2 |
| 15.02.2025 | Vardar Negotino - Osogovo | 1 : 0 |
| 17.08.2024 | Osogovo - Vardar Negotino | 1 : 2 |
| 30.04.2024 | Vardar Negotino - Osogovo | 3 : 0 |
| 12.11.2023 | Osogovo - Vardar Negotino | 2 : 2 |
| Date | Match | Score | Res |
|---|---|---|---|
| 02.09.2026 | Vardar Negotino - FK Rabotnicki | 0 - 0 | D |
| 23.05.2026 | Vardar Negotino - Kozuv Gevgelija | 0 - 5 | L |
| 16.05.2026 | Pobeda - Vardar Negotino | 3 - 5 | W |
| 10.05.2026 | Vardar Negotino - Osogovo | 0 - 4 | L |
| 02.05.2026 | Shkëndija Haraçinë - Vardar Negotino | 0 - 0 | D |
| 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 |