Stadium: Court 6 Round: 54 Ground: Hardcourt indoor
| 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 Szczawno | 2023/08/29 09:30 | Jack Karlsson Winstrand v Henrik Bladelius | 6-4,5-7,10-4 |
| ITF M25 Ystad | 2023/08/15 12:30 | Andrea Gola v Jack Karlsson Winstrand | 6-3,6-3 |
| ITF M15 Hyvinkaa | 2023/08/01 07:00 | Lucio Carnevalle v Jack Karlsson Winstrand | 3-6,6-2,10-3 |
| ITF M15 Hyvinkaa | 2023/07/31 07:00 | Kenzo K Larsson v Jack Karlsson Winstrand | 4-6,5-7 |
| ITF M15 Vejle | 2023/07/26 07:00 | Leonardo Rossi v Jack Karlsson Winstrand | 6-4,3-6,6-3 |
| ITF M25 Bagneres-De-Bigorre | 2023/09/06 10:40 | Julien De Cuyper v Paul Cayre | 0-6,7-6,0-6 |
| ITF M25 Bagneres-De-Bigorre | 2023/09/04 14:00 | Julien De Cuyper v Leo Poupinel | 6-7,6-2,11-9 |
| ITF M15 Forli | 2023/08/27 07:00 | Francesco Liucci v Julien De Cuyper | 6-1,6-1 |
| ITF M25 Lesa | 2023/08/20 13:00 | Martin Benes v Julien De Cuyper | 6-4,6-4 |
| ITF M25 Bolzano | 2023/07/30 11:00 | Cristian Campese v Julien De Cuyper | 6-2,6-2 |
| ITF M15 Nakhon Si Thammarat | 2023/07/17 04:30 | Seon Yong Han v Julien De Cuyper | 6-3,6-2 |
| ITF M15 Nakhon Si Thammarat | 2023/07/16 06:35 | Anapat Timangkul v Julien De Cuyper | 1-6,3-6 |
| ITF M15 Nakhon Si Thammarat | 2023/07/10 04:30 | Patrik Oplustil v Julien De Cuyper | 6-1,6-0 |