[4] FK Sileks 1-2 Bregalnica Stip [6] 2023-03-08 13:00
Stadium: Gradski Stadion Kratovo Round: 22
Home Manager: Gorazd Mihajlov Away Manager: Marjan Sekulovski
Head to Head
| North Macedonia First League | 2022/10/15 12:00 | Bregalnica Stip v FK Sileks | W | 2-3 |
| North Macedonia Cup | 2021/12/01 12:00 | FK Sileks v Bregalnica Stip | W | 6-5 |
| Europe Friendlies | 2019/07/25 15:00 | FK Sileks v Bregalnica Stip | L | 2-3 |
| North Macedonia First League | 2017/04/30 14:00 | FK Sileks v Bregalnica Stip | W | 3-2 |
| North Macedonia First League | 2017/03/05 13:00 | Bregalnica Stip v FK Sileks | D | 3-3 |
| North Macedonia First League | 2016/10/30 12:30 | FK Sileks v Bregalnica Stip | W | 1-0 |
| North Macedonia First League | 2016/08/21 14:30 | Bregalnica Stip v FK Sileks | W | 0-2 |
| North Macedonia First League | 2016/05/19 14:30 | FK Sileks v Bregalnica Stip | D | 1-1 |
Home History
| North Macedonia First League | 2023/03/05 13:00 | FK Pobeda v FK Sileks | W | 1-4 |
| North Macedonia First League | 2023/02/26 13:00 | FK Sileks v KF Shkupi Skopje | W | 2-1 |
| World Club Friendlies | 2023/02/11 14:00 | Dynamo Kiev v FK Sileks | L | 4-0 |
| North Macedonia First League | 2022/12/11 12:00 | FK Sileks v Makedonija Gj. P | L | 1-3 |
| North Macedonia First League | 2022/12/04 12:00 | Tikves Kavadarci v FK Sileks | W | 0-2 |
| North Macedonia First League | 2022/11/26 12:00 | FK Sileks v FC Struga Trim & Lum | L | 1-2 |
| North Macedonia First League | 2022/11/12 12:00 | Akademija Pandev v FK Sileks | L | 3-0 |
| North Macedonia Cup | 2022/11/09 12:00 | FK Sileks v Vardar Skopje | W | 3-2 |
Away History
| North Macedonia First League | 2023/03/05 13:00 | Bregalnica Stip v Shkendija Tetovo | D | 0-0 |
| North Macedonia First League | 2023/02/26 13:00 | Rabotnicki Skopje v Bregalnica Stip | W | 0-1 |
| North Macedonia First League | 2023/02/19 13:00 | Bregalnica Stip v FK Skopje | D | 0-0 |
| Europe Friendlies | 2023/02/04 12:00 | Bregalnica Stip v Pelister Bitola | W | 3-1 |
| Europe Friendlies | 2023/02/01 11:00 | Ohrid v Bregalnica Stip | W | 1-2 |
| World Club Friendlies | 2023/01/28 11:00 | FC Voska Sport v Bregalnica Stip | L | 3-0 |
| Europe Friendlies | 2023/01/24 12:00 | Bregalnica Stip v Tikves Kavadarci | W | 1-0 |
| Europe Friendlies | 2023/01/19 12:00 | Akademija Pandev v Bregalnica Stip | D | 0-0 |