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| Date | Match | Score |
|---|---|---|
| 07.03.2026 | Struga - Shkupi 1927 | 5 : 0 |
| 30.10.2025 | Shkupi 1927 - Struga | 1 : 2 |
| 31.03.2025 | Struga - Shkupi 1927 | 0 : 0 |
| 03.12.2024 | Shkupi 1927 - Struga | 3 : 1 |
| 22.09.2024 | Struga - Shkupi 1927 | 0 : 3 |
| 18.05.2024 | Struga - Shkupi 1927 | 1 : 2 |
| 24.02.2024 | Struga - Shkupi 1927 | 2 : 2 |
| 01.10.2023 | Shkupi 1927 - Struga | 2 : 0 |
| 14.05.2023 | Struga - Shkupi 1927 | 2 : 1 |
| 08.03.2023 | Struga - Shkupi 1927 | 2 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Sasa - Shkupi 1927 | 1 - 0 | L |
| 05.09.2026 | Gorno Lisiče - Shkupi 1927 | 4 - 0 | L |
| 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 |
| Date | Match | Score | Res |
|---|---|---|---|
| 11.09.2026 | Tikveš - Struga | 2 - 2 | D |
| 07.09.2026 | Struga - Sileks | 1 - 0 | W |
| 02.09.2026 | Pobeda Valandovo - Struga | 1 - 10 | W |
| 28.08.2026 | Struga - Bregalnica Štip | 4 - 0 | W |
| 24.08.2026 | Shkendija - Struga | 2 - 1 | L |