| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 5/7/25 | Shkendija vs Rabotnički | First League | 2:1 | Yes | Yes |
| 11/3/24 | Rabotnički vs Shkendija | First League | 0:0 | No | No |
| 8/18/24 | Shkendija vs Rabotnički | First League | 1:1 | No | Yes |
| 5/18/24 | Rabotnički vs Shkendija | First League | 0:2 | No | No |
| 11/29/23 | Shkendija vs Rabotnički | First League | 2:0 | No | No |
| 10/25/23 | Rabotnički vs Shkendija | Macedonian Cup | 3:2 | Yes | Yes |
| 8/27/23 | Rabotnički vs Shkendija | First League | 1:2 | Yes | Yes |
| 5/14/23 | Rabotnički vs Shkendija | First League | 1:2 | Yes | Yes |
| 3/8/23 | Shkendija vs Rabotnički | First League | 3:1 | Yes | Yes |
| 10/15/22 | Rabotnički vs Shkendija | First League | 2:4 | Yes | Yes |
| 4/30/22 | Shkendija vs Rabotnički | First League | 1:0 | No | No |
| 3/9/22 | Rabotnički vs Shkendija | First League | 2:1 | Yes | Yes |
| 10/24/21 | Shkendija vs Rabotnički | First League | 2:0 | No | No |
| 4/28/21 | Rabotnički vs Shkendija | First League | 3:5 | Yes | Yes |
| 3/3/21 | Rabotnički vs Shkendija | First League | 0:0 | No | No |
| 10/25/20 | Shkendija vs Rabotnički | First League | 1:1 | No | Yes |
| 7/24/20 | Shkendija vs Rabotnički | Club Friendly | 2:0 | No | No |
| 7/24/20 | Rabotnički vs Shkendija | Club Friendly | 0:2 | No | No |
| 3/11/20 | Shkendija vs Rabotnički | First League | 0:1 | No | No |
| 3/4/20 | Rabotnički vs Shkendija | Macedonian Cup | 2:2 | Yes | Yes |
| 12/4/19 | Shkendija vs Rabotnički | Macedonian Cup | 1:1 | No | Yes |
| 11/10/19 | Rabotnički vs Shkendija | First League | 1:2 | Yes | Yes |
| 9/14/19 | Shkendija vs Rabotnički | First League | 3:0 | Yes | No |
| 5/4/19 | Rabotnički vs Shkendija | First League | 0:1 | No | No |
| 3/16/19 | Shkendija vs Rabotnički | First League | 1:0 | No | No |
| 11/10/18 | Rabotnički vs Shkendija | First League | 1:2 | Yes | Yes |
| 9/16/18 | Shkendija vs Rabotnički | First League | 6:2 | Yes | Yes |
| 6/4/18 | Shkendija vs Rabotnički | Friendly International | 0:1 | No | No |
| 5/27/18 | Rabotnički vs Shkendija | Friendly International | 0:1 | No | No |
| 3/24/18 | Rabotnički vs Shkendija | Friendly International | 2:0 | No | No |
| 11/5/17 | Shkendija vs Rabotnički | First League | 2:1 | Yes | Yes |
| 10/18/17 | Shkendija vs Rabotnički | Macedonian Cup | 1:1 | No | Yes |
| 9/17/17 | Rabotnički vs Shkendija | First League | 2:6 | Yes | Yes |
| 9/13/17 | Rabotnički vs Shkendija | Macedonian Cup | 1:1 | No | Yes |
| 5/21/17 | Shkendija vs Rabotnički | First League | 2:2 | Yes | Yes |
| 4/5/17 | Rabotnički vs Shkendija | First League | 1:0 | No | No |
| 11/27/16 | Shkendija vs Rabotnički | First League | 2:2 | Yes | Yes |
| 9/24/16 | Rabotnički vs Shkendija | First League | 1:3 | Yes | Yes |
| 4/20/16 | Shkendija vs Rabotnički | First League | 3:1 | Yes | Yes |
| 4/2/16 | Rabotnički vs Shkendija | First League | 0:1 | No | No |
| 11/29/15 | Shkendija vs Rabotnički | First League | 1:1 | No | Yes |
| 9/20/15 | Rabotnički vs Shkendija | First League | 2:4 | Yes | Yes |
| 5/16/15 | Rabotnički vs Shkendija | First League | 2:1 | Yes | Yes |
| 4/18/15 | Rabotnički vs Shkendija | First League | 1:0 | No | No |
| 11/9/14 | Shkendija vs Rabotnički | First League | 1:3 | Yes | Yes |
| 8/30/14 | Rabotnički vs Shkendija | First League | 3:2 | Yes | Yes |
| 3/26/14 | Shkendija vs Rabotnički | First League | 3:1 | Yes | Yes |
| 11/23/13 | Rabotnički vs Shkendija | First League | 5:0 | Yes | No |
| 8/28/13 | Shkendija vs Rabotnički | First League | 2:2 | Yes | Yes |
| 4/21/13 | Shkendija vs Rabotnički | First League | 1:0 | No | No |
| 11/25/12 | Rabotnički vs Shkendija | First League | 1:1 | No | Yes |
| 9/2/12 | Shkendija vs Rabotnički | First League | 5:1 | Yes | Yes |
| 4/22/12 | Shkendija vs Rabotnički | First League | 1:0 | No | No |
| 11/20/11 | Shkendija vs Rabotnički | First League | 2:0 | No | No |
| 8/13/11 | Rabotnički vs Shkendija | First League | 3:1 | Yes | Yes |
| 5/17/11 | Shkendija vs Rabotnički | First League | 2:1 | Yes | Yes |
| 11/13/10 | Rabotnički vs Shkendija | First League | 1:1 | No | Yes |
| 8/15/10 | Shkendija vs Rabotnički | First League | 3:0 | Yes | No |
| 4/13/08 | Shkendija vs Rabotnički | First League | 0:3 | Yes | No |
| 3/2/08 | Shkendija vs Rabotnički | First League | 1:2 | Yes | Yes |
| 9/30/07 | Rabotnički vs Shkendija | First League | 2:0 | No | No |
| 4/14/07 | Rabotnički vs Shkendija | First League | 3:0 | Yes | No |
| 4/1/07 | Shkendija vs Rabotnički | First League | 1:1 | No | Yes |
| 10/28/06 | Rabotnički vs Shkendija | First League | 5:1 | Yes | Yes |
| 5/3/06 | Shkendija vs Rabotnički | First League | 2:1 | Yes | Yes |
| 12/4/05 | Rabotnički vs Shkendija | First League | 3:0 | Yes | No |
| 9/18/05 | Shkendija vs Rabotnički | First League | 2:1 | Yes | Yes |