Head to Head
| Sweden 2.div Södra Götaland | 2023/04/23 11:00 | Osterlen FF v IFK Simrishamn | W | 1-4 |
| Sweden Cup | 2022/07/02 12:00 | IFK Simrishamn v Osterlen FF | L | 0-4 |
Home History
| Sweden 2.div Södra Götaland | 2023/08/11 17:00 | Nosaby v IFK Simrishamn | L | 2-0 |
| Sweden 2.div Södra Götaland | 2023/08/06 11:00 | FC Rosengård 1917 v IFK Simrishamn | L | 3-0 |
| Sweden 2.div Södra Götaland | 2023/07/29 12:00 | IFK Simrishamn v IFK Hässleholm | W | 2-0 |
| Sweden Cup Qualification | 2023/06/28 17:00 | IFK Simrishamn v BK Olympic | L | 0-5 |
| Sweden 2.div Södra Götaland | 2023/06/22 17:00 | VMA IK v IFK Simrishamn | W | 0-3 |
| Sweden 2.div Södra Götaland | 2023/06/18 13:00 | IFK Simrishamn v Räppe GOIF | D | 2-2 |
| Sweden 2.div Södra Götaland | 2023/06/10 11:00 | FK Karlskrona v IFK Simrishamn | D | 3-3 |
| Sweden 2.div Södra Götaland | 2023/06/03 13:00 | IFK Berga v IFK Simrishamn | L | 4-1 |
Away History
| Sweden 2.div Södra Götaland | 2023/08/13 11:00 | Osterlen FF v Kristianstad FC | W | 2-0 |
| Sweden 2.div Södra Götaland | 2023/08/05 11:00 | Osterlen FF v FBK Balkan | D | 1-1 |
| Sweden 2.div Södra Götaland | 2023/07/28 17:00 | Hässleholms IF v Osterlen FF | L | 1-0 |
| Club Friendly List | 2023/07/22 11:00 | Torns IF v Osterlen FF | D | 2-2 |
| Sweden 2.div Södra Götaland | 2023/06/22 17:00 | Osterlen FF v IFK Trelleborg | L | 0-3 |
| Sweden 2.div Södra Götaland | 2023/06/17 12:00 | IFK Malmö FK v Osterlen FF | L | 4-3 |
| Sweden 2.div Södra Götaland | 2023/06/10 12:00 | Osterlen FF v IFK Berga | W | 2-1 |
| Sweden 2.div Södra Götaland | 2023/06/02 17:00 | Osterlen FF v Nosaby | D | 1-1 |