Head to Head
| North Macedonia Prva League | 2019/03/31 09:53 | KK Shkupi v Kumanovo | L | 79-109 |
| North Macedonia Prva League | 2018/12/21 16:00 | Kumanovo v KK Shkupi | L | 120-90 |
| North Macedonia Prva League | 2018/03/21 17:57 | Kumanovo v KK Shkupi | L | 117-99 |
| North Macedonia Prva League | 2017/12/09 17:00 | KK Shkupi v Kumanovo | L | 69-95 |
Home History
| North Macedonia 2nd League | 2024/02/04 19:00 | Vodno Sans v KK Shkupi | W | 80-96 |
| North Macedonia 2nd League | 2023/03/10 15:00 | Kk Basket Kam v KK Shkupi | W | 67-81 |
| North Macedonia 2nd League | 2023/02/12 11:00 | KK Shkupi v MZT Skopje 2 | W | 88-74 |
| North Macedonia 2nd League | 2022/11/19 11:30 | Vardar v KK Shkupi | L | 93-57 |
| North Macedonia 2nd League | 2022/10/27 18:30 | KK Shkupi v Rabotnicki 2018 | W | 72-48 |
| North Macedonia 2nd League | 2022/05/21 14:00 | KK Shkupi v Vardar | L | 67-92 |
| North Macedonia 2nd League | 2022/05/11 14:00 | KK Shkupi v Strumica | L | 91-104 |
| North Macedonia Prva League | 2019/05/29 18:30 | FMP Academy v KK Shkupi | L | 94-67 |
Away History
| North Macedonia Prva League | 2023/05/17 16:00 | Kumanovo v FMP Academy | L | 81-115 |
| North Macedonia Prva League | 2023/05/14 17:00 | Kumanovo v Strumica | L | 91-92 |
| North Macedonia Prva League | 2023/05/06 17:00 | Kumanovo v Kk Cair 2030 | L | 72-81 |
| North Macedonia Prva League | 2023/04/29 16:00 | FMP Academy v Kumanovo | L | 78-68 |
| North Macedonia Prva League | 2023/04/22 14:00 | TFT Skopje v Kumanovo | L | 107-70 |
| North Macedonia Prva League | 2023/04/09 16:00 | Kumanovo v Strumica | W | 89-82 |
| North Macedonia Prva League | 2023/04/04 16:00 | FMP Academy v Kumanovo | L | 88-72 |
| North Macedonia Prva League | 2023/03/25 19:30 | Kumanovo v Rabotnicki | L | 54-82 |