| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 4/6/25 | Shkupi vs Rabotnički | First League | 0:0 | No | No |
| 2/16/25 | Shkupi vs Rabotnički | First League | 2:0 | No | No |
| 9/29/24 | Rabotnički vs Shkupi | First League | 2:1 | Yes | Yes |
| 3/10/24 | Shkupi vs Rabotnički | First League | 3:2 | Yes | Yes |
| 11/9/23 | Rabotnički vs Shkupi | Macedonian Cup | 0:1 | No | No |
| 10/29/23 | Shkupi vs Rabotnički | First League | 3:0 | Yes | No |
| 8/7/23 | Rabotnički vs Shkupi | First League | 3:1 | Yes | Yes |
| 3/12/23 | Shkupi vs Rabotnički | First League | 3:1 | Yes | Yes |
| 12/11/22 | Rabotnički vs Shkupi | First League | 2:4 | Yes | Yes |
| 9/11/22 | Shkupi vs Rabotnički | First League | 5:0 | Yes | No |
| 3/12/22 | Shkupi vs Rabotnički | First League | 2:0 | No | No |
| 2/20/22 | Rabotnički vs Shkupi | First League | 0:1 | No | No |
| 10/3/21 | Shkupi vs Rabotnički | First League | 2:0 | No | No |
| 4/25/21 | Shkupi vs Rabotnički | First League | 2:0 | No | No |
| 3/7/21 | Shkupi vs Rabotnički | First League | 0:2 | No | No |
| 11/7/20 | Rabotnički vs Shkupi | First League | 2:2 | Yes | Yes |
| 2/23/20 | Rabotnički vs Shkupi | First League | 2:1 | Yes | Yes |
| 10/23/19 | Shkupi vs Rabotnički | First League | 2:0 | No | No |
| 8/17/19 | Rabotnički vs Shkupi | First League | 2:0 | No | No |
| 8/17/19 | Rabotnički vs Shkupi | First League | 2:0 | No | No |
| 5/26/19 | Rabotnički vs Shkupi | First League | 1:2 | Yes | Yes |
| 4/7/19 | Shkupi vs Rabotnički | First League | 1:2 | Yes | Yes |
| 12/2/18 | Rabotnički vs Shkupi | First League | 0:2 | No | No |
| 10/6/18 | Shkupi vs Rabotnički | First League | 1:1 | No | Yes |
| 6/9/18 | Shkupi vs Rabotnički | Friendly International | 2:0 | No | No |
| 6/1/18 | Rabotnički vs Shkupi | Friendly International | 2:2 | Yes | Yes |
| 3/27/18 | Rabotnički vs Shkupi | Friendly International | 0:0 | No | No |
| 3/23/18 | Shkupi vs Rabotnički | Friendly International | 0:0 | No | No |
| 10/29/17 | Rabotnički vs Shkupi | First League | 1:0 | No | No |
| 9/10/17 | Shkupi vs Rabotnički | First League | 2:1 | Yes | Yes |
| 4/27/17 | Rabotnički vs Shkupi | First League | 0:1 | No | No |
| 2/26/17 | Shkupi vs Rabotnički | First League | 1:1 | No | Yes |
| 10/23/16 | Rabotnički vs Shkupi | First League | 3:1 | Yes | Yes |
| 8/14/16 | Shkupi vs Rabotnički | First League | 0:1 | No | No |
| 4/30/16 | Shkupi vs Rabotnički | First League | 1:0 | No | No |
| 3/6/16 | Rabotnički vs Shkupi | First League | 1:1 | No | Yes |
| 11/21/15 | Rabotnički vs Shkupi | First League | 1:1 | No | Yes |
| 9/13/15 | Shkupi vs Rabotnički | First League | 1:1 | No | Yes |