[12] Vardar Skopje 1-3 Crvena Zvezda [3] 2023-07-19 04:00
Stadium: Tose Proeski National Arena Round: 16
Home Manager: Nikola Ilievski Away Manager: Shpetim Duro
Head to Head
| North Macedonia First League | 2021/05/09 14:00 | FC Struga Trim & Lum v Vardar Skopje | L | 1-0 |
| North Macedonia First League | 2021/03/07 13:00 | Vardar Skopje v FC Struga Trim & Lum | D | 1-1 |
| North Macedonia First League | 2020/11/07 12:30 | FC Struga Trim & Lum v Vardar Skopje | D | 2-2 |
| North Macedonia First League | 2020/03/11 13:00 | Vardar Skopje v FC Struga Trim & Lum | W | 1-0 |
| North Macedonia First League | 2019/11/09 12:00 | FC Struga Trim & Lum v Vardar Skopje | L | 2-1 |
| North Macedonia First League | 2019/09/14 13:30 | Vardar Skopje v FC Struga Trim & Lum | W | 3-0 |
Home History
| Europe Friendlies | 2023/07/17 16:30 | Metalac Gornji v Vardar Skopje | D | 1-1 |
| Club Friendly List | 2023/07/12 15:30 | Vardar Skopje v KF Arsimi | D | 1-1 |
| North Macedonia Play-Offs | 2023/05/21 15:00 | FK Skopje v Vardar Skopje | W | 0-3 |
| North Macedonia Second League | 2023/05/13 15:00 | FK Kozuf Gevgelija v Vardar Skopje | L | 3-1 |
| North Macedonia Second League | 2023/05/09 15:00 | Vardar Skopje v Pelister Bitola | D | 1-1 |
| North Macedonia Second League | 2023/05/06 15:00 | Vardar Skopje v Teteks Tetovo | L | 1-2 |
| North Macedonia Second League | 2023/04/29 14:00 | Belasica Strumica v Vardar Skopje | W | 0-1 |
| North Macedonia Second League | 2023/04/26 14:00 | Vardar Skopje v FK Sloga 1934 Vinica | W | 3-0 |
Away History
| UEFA Champions League Qualifying | 2023/07/18 15:00 | FC Struga Trim & Lum v FK Zalgiris Vilnius | L | 1-2 |
| UEFA Champions League Qualifying | 2023/07/11 16:00 | FK Zalgiris Vilnius v FC Struga Trim & Lum | D | 0-0 |
| Club Friendly List | 2023/07/05 15:00 | KF Tirana v FC Struga Trim & Lum | L | 2-1 |
| Europe Friendlies | 2023/06/29 15:30 | Partizani Tirana v FC Struga Trim & Lum | L | 1-0 |
| Europe Friendlies | 2023/06/23 15:00 | FC Struga Trim & Lum v KF Ballkani | D | 2-2 |
| North Macedonia Cup | 2023/05/20 15:00 | FC Struga Trim & Lum v Makedonija Gj. P | D | 1-1 |
| North Macedonia First League | 2023/05/14 15:00 | FC Struga Trim & Lum v KF Shkupi Skopje | W | 2-1 |
| North Macedonia First League | 2023/05/10 15:00 | Shkendija Tetovo v FC Struga Trim & Lum | W | 1-2 |