Home History
| North Macedonia First League | 2019/12/08 12:00 | KF Shkupi Skopje v Makedonija Gj. P | L | 2-3 |
| North Macedonia Cup | 2019/12/04 12:00 | KF Shkupi Skopje v AP Brera Strumica | L | 0-1 |
| North Macedonia First League | 2019/12/01 12:00 | Shkendija Tetovo v KF Shkupi Skopje | L | 4-0 |
| North Macedonia First League | 2019/11/27 12:00 | KF Shkupi Skopje v AP Brera Strumica | W | 3-1 |
| North Macedonia First League | 2019/11/24 12:00 | Vardar Skopje v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2019/11/09 12:00 | FK Sileks v KF Shkupi Skopje | L | 1-0 |
| North Macedonia First League | 2019/11/03 12:30 | KF Shkupi Skopje v FC Struga Trim & Lum | D | 0-0 |
| North Macedonia Cup | 2019/10/30 12:30 | FK Sileks v KF Shkupi Skopje | D | 1-1 |
Away History
| Albania Championship | 2019/12/22 12:00 | KS Flamurtari Vlore v Teuta Durres | L | 1-3 |
| Albania Championship | 2019/12/18 15:00 | KF Tirana v KS Flamurtari Vlore | L | 2-0 |
| Albania Championship | 2019/12/14 12:00 | KS Flamurtari Vlore v Bylis Ballsh | D | 2-2 |
| Albania Championship | 2019/12/08 12:30 | Laci v KS Flamurtari Vlore | L | 3-0 |
| Albania Championship | 2019/11/23 12:30 | KS Flamurtari Vlore v KS Luftetari | D | 1-1 |
| Albania Championship | 2019/11/10 15:30 | KS Flamurtari Vlore v Partizani Tirana | D | 1-1 |
| Albania Championship | 2019/11/03 13:00 | FK Kukesi v KS Flamurtari Vlore | L | 1-0 |
| Albania Championship | 2019/10/28 17:00 | KS Flamurtari Vlore v Skenderbeu | D | 1-1 |