Head to Head
| Sweden 2.div Södra Götaland | 2024/04/28 11:00 | Osterlen FF v IFK Hässleholm | L | 4-3 |
| Sweden 2.div Södra Götaland | 2023/10/01 11:00 | Osterlen FF v IFK Hässleholm | W | 1-2 |
| Sweden 2.div Södra Götaland | 2023/05/26 17:00 | IFK Hässleholm v Osterlen FF | L | 0-2 |
| Sweden 2.div Södra Götaland | 2022/08/20 12:00 | Osterlen FF v IFK Hässleholm | L | 2-1 |
| Sweden 2.div Södra Götaland | 2022/04/29 17:00 | IFK Hässleholm v Osterlen FF | W | 2-1 |
| Sweden 2.div Östra Götaland | 2020/10/18 12:00 | Osterlen FF v IFK Hässleholm | L | 4-1 |
| Sweden 2.div Östra Götaland | 2019/08/10 14:00 | Osterlen FF v IFK Hässleholm | L | 3-2 |
| Sweden 2.div Östra Götaland | 2019/04/27 12:00 | IFK Hässleholm v Osterlen FF | W | 3-1 |
Home History
| Sweden Cup | 2024/08/21 16:30 | IFK Hässleholm v Mjällby AIF | L | 1-5 |
| Sweden 2.div Södra Götaland | 2024/08/18 11:00 | Hogaborgs BK v IFK Hässleholm | W | 0-1 |
| Sweden 2.div Södra Götaland | 2024/08/11 12:00 | IFK Hässleholm v IFK Berga | L | 1-4 |
| Sweden 2.div Södra Götaland | 2024/08/02 17:00 | IFK Hässleholm v IFK Karlshamn | L | 0-1 |
| Sweden 2.div Södra Götaland | 2024/06/29 14:00 | Kristianstad FC v IFK Hässleholm | L | 2-0 |
| Sweden Cup | 2024/06/25 17:00 | Kristianopels Goif v IFK Hässleholm | W | 1-3 |
| Sweden 2.div Södra Götaland | 2024/06/19 17:00 | IFK Hässleholm v IFK Trelleborg | D | 1-1 |
| Sweden 2.div Södra Götaland | 2024/06/14 17:00 | IFK Hässleholm v IFK Simrishamn | L | 1-2 |
Away History
| Sweden 2.div Södra Götaland | 2024/08/17 14:00 | Osterlen FF v IFK Simrishamn | D | 1-1 |
| Sweden 2.div Södra Götaland | 2024/08/10 12:00 | FBK Balkan v Osterlen FF | L | 2-0 |
| Sweden 2.div Södra Götaland | 2024/08/02 17:00 | Nosaby v Osterlen FF | W | 0-3 |
| Club Friendly List | 2024/07/27 13:00 | IFK Malmö FK v Osterlen FF | W | 0-3 |
| Sweden 2.div Södra Götaland | 2024/06/29 14:00 | Osterlen FF v Räppe GOIF | W | 3-0 |
| Sweden 2.div Södra Götaland | 2024/06/19 17:00 | IF Lodde v Osterlen FF | W | 0-4 |
| Sweden 2.div Södra Götaland | 2024/06/15 12:00 | Osterlen FF v FK Karlskrona | D | 2-2 |
| Sweden 2.div Södra Götaland | 2024/06/06 12:00 | Hässleholms IF v Osterlen FF | L | 3-1 |