Stadium: Court 1 Round: 54 Ground: Clay
| ITF M15 Hyvinkaa | 2023/08/01 07:00 | Jasza Szajrych v Oskar Jansson | 6-2,6-3 |
| ITF M15 Hyvinkaa | 2023/07/31 09:30 | Otso Martikainen v Oskar Jansson | 4-6,4-6 |
| ITF M15 Vejle | 2023/07/26 07:00 | Oskar Jansson v Luigi Sorrentino | 3-6,1-6 |
| ITF M15 Vejle | 2023/07/25 07:00 | Oskar Jansson v Henrik Heise Korsgaard | 1-6,6-4,10-6 |
| ITF M15 Vejle | 2023/07/24 09:30 | Oskar Jansson v Emil Chr E Mikkelsen | 6-2,6-3 |
| ITF M25 Kassel | 2023/07/10 08:00 | Vincent Marysko v Oskar Jansson | 4-6,6-4,10-8 |
| ITF M25 The Hague | 2023/07/05 17:10 | Collin Altamirano v Oskar Jansson | 6-2,6-4 |
| ITF M25 The Hague | 2023/07/03 13:55 | Oskar Jansson v David Quayle | 6-1,6-2 |
| ITF M25 Roda de Bara | 2023/07/09 09:00 | Jan Simonsson v Inaki Cabrera Bello | 1-6,1-6 |
| ITF M25 Risskov/Aarhus | 2023/06/12 08:00 | Jan Simonsson v Stepan Pecak | 7-5,2-6,9-11 |
| ITF M25 Risskov/Aarhus | 2023/06/11 09:25 | Patric Prinoth v Jan Simonsson | 7-6,4-6,10-12 |
| ITF M15 Kalmar | 2023/05/16 12:00 | Jan Simonsson v Saba George Nanobashvili | 1-6,3-6 |
| ITF M15 Kalmar | 2023/05/15 11:10 | Kenzo K Larsson v Jan Simonsson | 2-6,3-6 |
| ITF M25 Varnamo | 2023/05/09 10:15 | Jan Simonsson v Erik Grevelius | 4-6,2-6 |
| ITF M25 Varnamo | 2023/05/08 08:15 | Arslanbek Temirhanov v Jan Simonsson | 3-6,7-6,10-12 |
| ITF M15 Parnu | 2022/10/24 06:30 | Liam Gavrielides v Jan Simonsson | 7-5,6-2 |