Head to Head
| 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 Prva League | 2019/03/27 17:50 | Kozuv v KK Shkupi | L | 118-71 |
| North Macedonia Prva League | 2019/03/23 17:00 | KK Shkupi v Rabotnicki | L | 77-120 |
| North Macedonia Prva League | 2019/03/20 16:53 | Ohrid v KK Shkupi | L | 96-73 |
| North Macedonia Prva League | 2019/03/15 13:00 | KK Shkupi v Gostivar | L | 68-125 |
| North Macedonia Prva League | 2019/03/09 14:50 | Vardar v KK Shkupi | L | 118-59 |
| North Macedonia Prva League | 2019/03/01 19:00 | Pelister v KK Shkupi | L | 122-82 |
| North Macedonia Prva League | 2019/02/08 12:19 | KK Shkupi v KK Blokotehna | L | 53-102 |
| North Macedonia Prva League | 2019/02/02 16:50 | KK Tikvesh v KK Shkupi | L | 101-78 |
Away History
| North Macedonia Prva League | 2019/03/29 16:30 | Kumanovo v KK Blokotehna | W | 86-65 |
| North Macedonia Prva League | 2019/03/28 16:26 | Kumanovo v KK Blokotehna | W | 86-65 |
| North Macedonia Prva League | 2019/03/26 17:00 | KK Tikvesh v Kumanovo | W | 82-88 |
| North Macedonia Prva League | 2019/03/22 17:00 | Kumanovo v MZT Skopje | L | 72-76 |
| North Macedonia Prva League | 2019/03/09 16:24 | Kumanovo v Pelister | W | 87-75 |
| North Macedonia Prva League | 2019/03/02 16:28 | Kumanovo v Kozuv | L | 73-79 |
| North Macedonia Prva League | 2019/02/09 16:55 | Rabotnicki v Kumanovo | L | 88-79 |
| North Macedonia Prva League | 2019/02/03 16:30 | Kumanovo v Ohrid | W | 77-69 |