Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| ITF - M25 Falun | 2023/09/26 13:55 | Jack Karlsson Winstrand v Karl Friberg | 3-6,6-7 |
| ITF - M25 Falun | 2023/09/25 08:00 | Adam Heinonen v Jack Karlsson Winstrand | 6-1,6-3 |
| ITF - M25 Falun | 2023/09/24 08:00 | Samuel Rovai v Jack Karlsson Winstrand | 6-7,2-6 |
| ITF - M15 Danderyd | 2023/09/20 10:30 | Milos Karol v Jack Karlsson Winstrand | 2-6,6-3,6-4 |
| ITF - M15 Danderyd | 2023/09/19 08:00 | Jack Karlsson Winstrand v Julien De Cuyper | 6-4,6-1 |
| ITF - M15 Danderyd | 2023/09/18 12:05 | Jack Karlsson Winstrand v Tsegai Gebremeskel | 6-0,6-0 |
| ITF - M15 Szczawno | 2023/08/31 12:00 | Karol Filar v Jack Karlsson Winstrand | 6-4,3-6,6-2 |
| ITF - M15 Szczawno | 2023/08/30 11:50 | Jack Karlsson Winstrand v Maxime Mora | 1-6,6-4,6-4 |
| ITF - M15 Ahmedabad | 2023/10/08 03:30 | Tarun Karra v Abhinav Sanjeev Shanmugam | 6-4,6-4 |
| ITF - M15 Tianjin | 2023/07/02 07:30 | Ye Hongyu v Tarun Karra | 6-3,6-1 |
| ITF - M15 Tianjin | 2023/06/27 01:00 | Tarun Karra v Chen-Yu Lu | 2-6,4-6 |
| ITF - M15 Tianjin | 2023/06/26 01:00 | Pol Wattanakul v Tarun Karra | 4-6,4-6 |