| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 5/10/25 | Kamenica Sasa vs Osogovo | Second League | 1:0 | No | No |
| 1/22/25 | Osogovo vs Kamenica Sasa | Club Friendly | 0:1 | No | No |
| 11/30/24 | Osogovo vs Kamenica Sasa | Second League | 1:3 | Yes | Yes |
| 8/1/24 | Kamenica Sasa vs Osogovo | Club Friendly | 2:1 | Yes | Yes |
| 4/6/24 | Kamenica Sasa vs Osogovo | Second League | 2:1 | Yes | Yes |
| 10/7/23 | Osogovo vs Kamenica Sasa | Second League | 1:1 | No | Yes |
| 4/2/22 | Kamenica Sasa vs Osogovo | Second League | 2:0 | No | No |
| 1/29/22 | Kamenica Sasa vs Osogovo | Club Friendly | 1:0 | No | No |
| 11/7/21 | Kamenica Sasa vs Osogovo | Second League | 2:0 | No | No |
| 8/25/21 | Osogovo vs Kamenica Sasa | Second League | 1:4 | Yes | Yes |
| 3/21/21 | Osogovo vs Kamenica Sasa | Second League | 0:2 | No | No |
| 2/27/21 | Osogovo vs Kamenica Sasa | Second League | 1:1 | No | Yes |
| 10/17/20 | Kamenica Sasa vs Osogovo | Second League | 0:0 | No | No |
| 2/2/20 | Kamenica Sasa vs Osogovo | Club Friendly | 2:2 | Yes | Yes |
| 10/20/19 | Osogovo vs Kamenica Sasa | Second League | 2:5 | Yes | Yes |
| 8/14/19 | Osogovo vs Kamenica Sasa | Club Friendly | 2:0 | No | No |
| 4/24/18 | Osogovo vs Osogovo | Second League | 3:2 | Yes | Yes |
| 11/25/17 | Kamenica Sasa vs Osogovo | Second League | 2:0 | No | No |
| 9/26/17 | Osogovo vs Kamenica Sasa | Second League | 2:2 | Yes | Yes |