[6] Vardar Skopje 0-2 Makedonija Gj. P [5] 2019-08-11 15:30
Stadium: Tose Proeski National Arena Round: 1
Home Manager: Aleksandar Vasoski Away Manager: Aleksandar Tanevski
Head to Head
| North Macedonia First League | 2019/04/24 14:00 | Makedonija Gj. P v Vardar Skopje | W | 0-2 |
| North Macedonia First League | 2019/03/03 13:00 | Vardar Skopje v Makedonija Gj. P | W | 3-1 |
| North Macedonia First League | 2018/10/31 12:30 | Makedonija Gj. P v Vardar Skopje | W | 1-3 |
| North Macedonia Cup | 2018/10/03 13:00 | Makedonija Gj. P v Vardar Skopje | L | 2-1 |
| North Macedonia Cup | 2018/09/19 13:30 | Vardar Skopje v Makedonija Gj. P | D | 1-1 |
| Europe Friendlies | 2018/09/08 14:05 | Makedonija Gj. P v Vardar Skopje | L | 3-0 |
| North Macedonia First League | 2018/08/26 14:30 | Vardar Skopje v Makedonija Gj. P | W | 1-0 |
| North Macedonia First League | 2017/05/07 14:30 | Vardar Skopje v Makedonija Gj. P | W | 6-0 |
Home History
| World Club Friendlies | 2019/07/31 17:30 | Kasimpasa v Vardar Skopje | W | 0-1 |
| Europe Friendlies | 2019/07/30 16:00 | NK Rogaska v Vardar Skopje | W | 1-2 |
| Europe Friendlies | 2019/07/23 15:30 | HNK Gorica v Vardar Skopje | L | 3-0 |
| Europe Friendlies | 2019/07/14 14:00 | Vardar Skopje v Tikves Kavadarci | D | 3-3 |
| Europe Friendlies | 2019/07/10 16:00 | Rabotnicki Skopje v Vardar Skopje | W | 1-2 |
| North Macedonia First League | 2019/05/26 14:30 | Akademija Pandev v Vardar Skopje | D | 1-1 |
| North Macedonia First League | 2019/05/19 14:30 | Vardar Skopje v FK Pobeda | W | 6-0 |
| North Macedonia First League | 2019/05/12 14:30 | FK Sileks v Vardar Skopje | L | 1-0 |
Away History
| Europe Friendlies | 2019/08/03 15:36 | KF Shkupi Skopje v Makedonija Gj. P | D | 2-2 |
| Europe Friendlies | 2019/07/28 13:30 | Makedonija Gj. P v KF Dukagjini | D | 0-0 |
| UEFA Europa League Qualifying | 2019/07/18 14:30 | Makedonija Gj. P v Alashkert FC | L | 0-3 |
| UEFA Europa League Qualifying | 2019/07/11 15:00 | Alashkert FC v Makedonija Gj. P | L | 3-1 |
| Europe Friendlies | 2019/07/01 15:00 | Sabail FC v Makedonija Gj. P | W | 0-1 |
| Europe Friendlies | 2019/06/28 15:00 | Beroe v Makedonija Gj. P | W | 1-2 |
| Europe Friendlies | 2019/06/25 15:00 | Lokomotiv Plovdiv v Makedonija Gj. P | D | 1-1 |
| Europe Friendlies | 2019/06/25 12:13 | Lokomotiv Plovdiv v Makedonija Gj. P | D | 1-1 |