Stadium: Court Centralny Round: 54 Ground: Clay
| ITF M15 Monastir | 2024/04/22 08:00 | Kacper Szymkowiak v Charles Bertimon | 6-7,3-6 |
| ITF M15 Monastir | 2024/04/21 08:00 | Christos Glavas v Kacper Szymkowiak | 2-6,3-6 |
| 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 |