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| Date | Match | Score |
|---|---|---|
| 04.11.2025 | Osogovo - Pobeda | 6 : 0 |
| 03.05.2025 | Pobeda - Osogovo | 0 : 0 |
| 10.11.2024 | Osogovo - Pobeda | 4 : 1 |
| 05.03.2024 | Osogovo - Pobeda | 0 : 0 |
| 03.09.2023 | Pobeda - Osogovo | 1 : 0 |
| 16.04.2022 | Pobeda - Osogovo | 2 : 1 |
| 07.12.2021 | Osogovo - Pobeda | 1 : 3 |
| 25.09.2021 | Pobeda - Osogovo | 6 : 0 |
| 08.05.2021 | Osogovo - Pobeda | 0 : 1 |
| 05.12.2020 | Osogovo - Pobeda | 2 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 23.05.2026 | Bregalnica Štip - Pobeda | 7 - 0 | L |
| 16.05.2026 | Pobeda - Vardar Negotino | 3 - 5 | L |
| 10.05.2026 | Kozuv Gevgelija - Pobeda | 8 - 0 | L |
| 02.05.2026 | Pobeda - Teteks | 0 - 0 | D |
| 25.04.2026 | Pobeda - Osogovo | 1 - 8 | L |
| 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 |