Stadium: Court 4 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Koszalin | 2023/09/04 07:30 | Juliusz Bienkiewicz v Kacper Szymkowiak | 6-2,7-5 |
| ITF M15 Szczawno | 2023/08/27 09:30 | Kacper Szymkowiak v Mikolaj Borkowski | 7-5,6-7,7-10 |
| ITF M25 Poznan | 2023/08/20 13:30 | Andrea Meduri v Kacper Szymkowiak | 6-4,6-2 |
| ITF M25 Bielsko Biala | 2023/08/14 07:30 | Siim Troost v Kacper Szymkowiak | 7-5,6-4 |
| ITF M25 Lodz | 2023/08/08 09:00 | Marcel Kamrowski v Kacper Szymkowiak | 6-4,7-5 |
| ITF M25 Lodz | 2023/08/07 13:30 | Dimitris Sakellaridis v Kacper Szymkowiak | 4-6,3-6 |
| ITF M25 Lodz | 2023/08/07 07:30 | Kacper Szymkowiak v Aliaksey Matsiush | 6-1,6-1 |
| ITF M15 Wroclaw | 2023/06/25 08:00 | Michael Minasyan v Kacper Szymkowiak | 6-4,1-6,1-10 |
| ITF M25 Guiyang | 2023/09/18 01:50 | RunYu Zhao v Kejian Wu | 6-1,6-4 |