| Sweden 2.div Södra Götaland | 2023/07/29 12:00 | IFK Simrishamn v IFK Hässleholm | L | 2-0 |
| Sweden 2.div Södra Götaland | 2023/04/07 12:00 | IFK Hässleholm v IFK Simrishamn | W | 3-1 |
| Sweden 2.div Södra Götaland | 2024/04/13 12:00 | IFK Berga v IFK Hässleholm | D | 0-0 |
| Sweden 2.div Södra Götaland | 2024/04/05 17:00 | IFK Hässleholm v Kristianstad FC | L | 1-4 |
| Sweden 2.div Södra Götaland | 2024/03/29 12:00 | IFK Karlshamn v IFK Hässleholm | W | 1-2 |
| Club Friendly List | 2024/03/08 18:00 | Lunds BK v IFK Hässleholm | L | 2-0 |
| Sweden 2.div Södra Götaland | 2023/10/22 12:00 | IFK Trelleborg v IFK Hässleholm | D | 2-2 |
| Sweden 2.div Södra Götaland | 2023/10/13 17:00 | IFK Hässleholm v FBK Balkan | W | 8-0 |
| Sweden 2.div Södra Götaland | 2023/10/06 17:00 | Hässleholms IF v IFK Hässleholm | L | 3-1 |
| Sweden 2.div Södra Götaland | 2023/10/01 11:00 | Osterlen FF v IFK Hässleholm | W | 1-2 |
| Sweden 2.div Södra Götaland | 2024/04/13 11:00 | Hogaborgs BK v IFK Simrishamn | W | 1-2 |
| Sweden 2.div Södra Götaland | 2024/04/06 12:00 | IFK Simrishamn v IFK Berga | W | 3-2 |
| Sweden 2.div Södra Götaland | 2024/03/29 14:00 | Kristianstad FC v IFK Simrishamn | D | 0-0 |
| Club Friendly List | 2024/03/03 12:30 | Lunds BK v IFK Simrishamn | L | 6-0 |
| Sweden 2.div Södra Götaland | 2023/10/22 12:00 | IFK Simrishamn v FK Karlskrona | L | 1-2 |
| Sweden 2.div Södra Götaland | 2023/10/15 12:00 | Räppe GOIF v IFK Simrishamn | D | 2-2 |
| Sweden 2.div Södra Götaland | 2023/10/08 12:00 | IFK Simrishamn v VMA IK | W | 4-0 |
| Sweden 2.div Södra Götaland | 2023/09/30 12:00 | Kristianstad FC v IFK Simrishamn | W | 1-2 |