Head to Head
| Club Friendly List | 2024/01/19 12:00 | Bregalnica Stip v FK Sileks | W | 1-0 |
| North Macedonia First League | 2023/10/28 11:00 | FK Sileks v Bregalnica Stip | D | 0-0 |
| North Macedonia First League | 2023/08/06 15:00 | Bregalnica Stip v FK Sileks | W | 2-1 |
| North Macedonia First League | 2023/04/15 14:00 | FK Sileks v Bregalnica Stip | D | 0-0 |
| North Macedonia First League | 2023/03/08 13:00 | FK Sileks v Bregalnica Stip | W | 1-2 |
| North Macedonia First League | 2022/10/15 12:00 | Bregalnica Stip v FK Sileks | L | 2-3 |
| North Macedonia Cup | 2021/12/01 12:00 | FK Sileks v Bregalnica Stip | L | 6-5 |
| Europe Friendlies | 2019/07/25 15:00 | FK Sileks v Bregalnica Stip | W | 2-3 |
Home History
| Europe Friendlies | 2024/01/31 12:00 | Belasica Strumica v Bregalnica Stip | W | 1-5 |
| Europe Friendlies | 2024/01/28 12:00 | Bregalnica Stip v Detonit Plackovica | D | 0-0 |
| Club Friendly List | 2024/01/19 12:00 | Bregalnica Stip v FK Sileks | W | 1-0 |
| North Macedonia First League | 2023/12/10 12:00 | FC Struga Trim & Lum v Bregalnica Stip | L | 2-1 |
| North Macedonia First League | 2023/12/03 12:00 | Bregalnica Stip v FC Voska Sport | D | 2-2 |
| North Macedonia First League | 2023/11/29 12:00 | AP Brera Strumica v Bregalnica Stip | D | 1-1 |
| North Macedonia First League | 2023/11/25 12:00 | Bregalnica Stip v Shkendija Tetovo | D | 2-2 |
| North Macedonia First League | 2023/11/11 12:00 | FK Gostivar v Bregalnica Stip | L | 1-0 |
Away History
| Europe Friendlies | 2024/02/04 12:30 | FK Sileks v Tikves Kavadarci | D | 1-1 |
| Europe Friendlies | 2024/01/31 13:30 | FK Sileks v Pelister Bitola | W | 2-1 |
| Europe Friendlies | 2024/01/27 13:30 | FC Voska Sport v FK Sileks | W | 0-4 |
| Europe Friendlies | 2024/01/23 13:00 | FK Sileks v KF Arsimi | W | 4-1 |
| Club Friendly List | 2024/01/19 12:00 | Bregalnica Stip v FK Sileks | L | 1-0 |
| North Macedonia First League | 2023/12/10 12:00 | Shkendija Tetovo v FK Sileks | L | 3-1 |
| North Macedonia First League | 2023/12/06 12:00 | FK Sileks v Vardar Skopje | W | 3-2 |
| North Macedonia First League | 2023/12/03 12:00 | FK Sileks v FK Gostivar | D | 1-1 |