Home History
| Sweden 2.div Östra Götaland | 2020/08/22 12:00 | FK Älmeboda/Linneryd v Osterlen FF | W | 0-2 |
| Sweden 2.div Östra Götaland | 2020/08/14 17:00 | Osterlen FF v Hässleholms IF | W | 1-0 |
| Sweden 2.div Östra Götaland | 2020/08/10 17:30 | Kristianstad FC v Osterlen FF | W | 0-4 |
| Sweden 2.div Östra Götaland | 2020/07/28 17:00 | Osterlen FF v Nosaby | W | 1-0 |
| Sweden 2.div Östra Götaland | 2020/06/18 16:30 | IFO Bromolla IF v Osterlen FF | W | 0-2 |
| Europe Friendlies | 2020/03/21 12:00 | Lunds BK v Osterlen FF | L | 3-0 |
| Europe Friendlies | 2020/02/24 18:34 | Torns IF v Osterlen FF | L | 3-1 |
| Europe Friendlies | 2019/12/07 12:01 | Eslövs BK v Osterlen FF | W | 2-3 |
Away History
| Sweden 2.div Östra Götaland | 2020/08/29 13:00 | IFK Karlshamn v FK Älmeboda/Linneryd | W | 4-2 |
| Sweden 2.div Östra Götaland | 2020/08/23 12:00 | Hässleholms IF v IFK Karlshamn | L | 2-1 |
| Sweden 2.div Östra Götaland | 2020/08/14 17:00 | IFK Karlshamn v Kristianstad FC | D | 1-1 |
| Sweden 2.div Östra Götaland | 2020/08/08 12:00 | Nosaby v IFK Karlshamn | L | 4-0 |
| Sweden 2.div Östra Götaland | 2020/06/28 13:00 | IK Tord v IFK Karlshamn | D | 2-2 |
| Sweden 2.div Östra Götaland | 2020/06/14 13:00 | IFK Karlshamn v IFO Bromolla IF | L | 0-4 |
| Sweden 3.div Sydöstra Götaland | 2019/04/19 12:59 | Sölvesborgs GoIF v IFK Karlshamn | L | 4-1 |
| Sweden 3.div Sydöstra Götaland | 2017/08/07 17:01 | FK Älmeboda/Linneryd v IFK Karlshamn | L | 3-0 |