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| Date | Match | Score |
|---|---|---|
| 18.01.2026 | FK Rabotnicki - Shkupi 1927 | 5 : 2 |
| 04.10.2025 | Shkupi 1927 - FK Rabotnicki | 1 : 1 |
| 06.04.2025 | Shkupi 1927 - FK Rabotnicki | 0 : 0 |
| 16.02.2025 | Shkupi 1927 - FK Rabotnicki | 2 : 0 |
| 29.09.2024 | FK Rabotnicki - Shkupi 1927 | 2 : 1 |
| 10.03.2024 | Shkupi 1927 - FK Rabotnicki | 3 : 2 |
| 09.11.2023 | FK Rabotnicki - Shkupi 1927 | 0 : 1 |
| 29.10.2023 | Shkupi 1927 - FK Rabotnicki | 3 : 0 |
| 07.08.2023 | FK Rabotnicki - Shkupi 1927 | 3 : 1 |
| 12.03.2023 | Shkupi 1927 - FK Rabotnicki | 3 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 02.09.2026 | Vardar Negotino - FK Rabotnicki | 0 - 0 | D |
| 29.08.2026 | FK Rabotnicki - Gorno Lisiče | 1 - 0 | W |
| 24.08.2026 | Teteks - FK Rabotnicki | 0 - 0 | D |
| 15.08.2026 | FK Rabotnicki - Kozuv Gevgelija | 3 - 0 | W |
| 09.08.2026 | Belasica - FK Rabotnicki | 1 - 0 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 30.08.2026 | Shkupi 1927 - Teteks | 1 - 3 | L |
| 22.08.2026 | Kozuv Gevgelija - Shkupi 1927 | 2 - 0 | L |
| 15.08.2026 | Shkupi 1927 - Detonit Plachkovica | 0 - 2 | L |
| 24.05.2026 | Akademija Pandev - Shkupi 1927 | 6 - 0 | L |
| 16.05.2026 | Shkupi 1927 - FK Rabotnicki | 0 - 7 | L |