Head to Head
| 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 |
| Sweden 2.div Östra Götaland | 2018/08/23 16:45 | Osterlen FF v IFK Hässleholm | W | 0-2 |
| Sweden 2.div Östra Götaland | 2018/05/04 17:00 | IFK Hässleholm v Osterlen FF | W | 1-0 |
| Sweden 2.div Östra Götaland | 2017/09/16 12:00 | IFK Hässleholm v Osterlen FF | W | 3-0 |
Home History
| Sweden 2.div Södra Götaland | 2023/05/18 12:00 | Nosaby v IFK Hässleholm | W | 3-5 |
| Sweden 2.div Södra Götaland | 2023/05/13 12:00 | IFK Hässleholm v IFK Berga | W | 2-1 |
| Sweden 2.div Södra Götaland | 2023/05/05 17:00 | IFK Hässleholm v FC Rosengård 1917 | L | 2-4 |
| Sweden 2.div Södra Götaland | 2023/04/28 16:30 | VMA IK v IFK Hässleholm | W | 1-3 |
| Sweden 2.div Södra Götaland | 2023/04/21 17:00 | IFK Hässleholm v Räppe GOIF | W | 2-1 |
| Sweden 2.div Södra Götaland | 2023/04/14 17:30 | FK Karlskrona v IFK Hässleholm | D | 1-1 |
| Sweden 2.div Södra Götaland | 2023/04/07 12:00 | IFK Hässleholm v IFK Simrishamn | W | 3-1 |
| Sweden 2.div Södra Götaland | 2023/03/31 17:00 | Kristianstad FC v IFK Hässleholm | L | 2-0 |
Away History
| Sweden 2.div Södra Götaland | 2023/05/20 11:00 | Osterlen FF v FC Rosengård 1917 | L | 0-2 |
| Sweden 2.div Södra Götaland | 2023/05/13 11:00 | VMA IK v Osterlen FF | D | 3-3 |
| Sweden 2.div Södra Götaland | 2023/05/06 12:00 | Osterlen FF v Räppe GOIF | L | 1-3 |
| Sweden 2.div Södra Götaland | 2023/04/30 11:00 | FK Karlskrona v Osterlen FF | L | 3-2 |
| Sweden 2.div Södra Götaland | 2023/04/23 11:00 | Osterlen FF v IFK Simrishamn | L | 1-4 |
| Sweden 2.div Södra Götaland | 2023/04/15 12:00 | Kristianstad FC v Osterlen FF | L | 2-1 |
| Sweden 2.div Södra Götaland | 2023/04/10 11:00 | Osterlen FF v Hässleholms IF | L | 0-2 |
| Sweden 2.div Södra Götaland | 2023/04/01 11:00 | FBK Balkan v Osterlen FF | W | 0-1 |