Home History
| North Macedonia Second League | 2022/09/10 14:00 | Teteks Tetovo v FK Karaorman | L | 2-1 |
| North Macedonia Second League | 2022/09/03 14:00 | FK Karaorman v Belasica Strumica | W | 3-1 |
| North Macedonia Second League | 2022/08/27 14:00 | FK Sloga 1934 Vinica v FK Karaorman | D | 0-0 |
| North Macedonia Second League | 2022/08/20 15:00 | FK Karaorman v FC Voska Sport | L | 0-2 |
| Club Friendly List | 2021/02/10 13:00 | Ohrid v FK Karaorman | L | 4-1 |
Away History
| North Macedonia First League | 2022/09/04 14:00 | Shkendija Tetovo v Makedonija Gj. P | D | 1-1 |
| North Macedonia First League | 2022/08/31 14:00 | Tikves Kavadarci v Shkendija Tetovo | W | 1-3 |
| North Macedonia First League | 2022/08/28 14:00 | Shkendija Tetovo v FC Struga Trim & Lum | L | 0-2 |
| North Macedonia First League | 2022/08/21 15:00 | Akademija Pandev v Shkendija Tetovo | W | 0-1 |
| North Macedonia First League | 2022/08/17 15:00 | Shkendija Tetovo v FK Skopje | W | 2-0 |
| North Macedonia First League | 2022/08/14 15:00 | Shkendija Tetovo v FK Sileks | D | 1-1 |
| UEFA Conference League Qualifying | 2022/08/11 18:00 | Shkendija Tetovo v AIK | L | 3-4 |
| UEFA Conference League Qualifying | 2022/08/04 17:00 | AIK v Shkendija Tetovo | D | 1-1 |