Stadium: Court 3 Round: 25 Ground: Clay
| Challenger Prague | 2023/08/23 11:00 | Luciano Darderi v Michael Vrbensky | 6-4,6-1 |
| Challenger Prague | 2023/08/22 13:45 | Michael Vrbensky v David Jorda Sanchis | 6-3,7-5 |
| Challenger Prague | 2023/08/21 08:00 | Michael Vrbensky v Jaime Faria | 6-3,6-4 |
| Challenger Prague | 2023/08/20 09:40 | Michael Vrbensky v Szymon Kielan | 6-2,6-4 |
| Challenger Cordenons | 2023/08/08 16:00 | Michael Vrbensky v Francesco Passaro | 2-6,0-6 |
| Challenger Liberec | 2023/08/03 08:00 | Francisco Comesana v Michael Vrbensky | 7-5,6-4 |
| Challenger Liberec | 2023/08/02 10:00 | Michael Vrbensky v Valentin Royer | 6-4,2-6,6-4 |
| Challenger Liberec | 2023/07/31 11:05 | Michael Vrbensky v Yanaki Milev | 6-4,6-2 |
| ITF M15 Kottingbrunn | 2023/08/14 12:00 | Michael Gloeckler v Matic Dimic | 6-3,6-4 |
| ITF M15 Kottingbrunn | 2023/08/14 08:00 | Luka Vuglar v Matic Dimic | 1-6,1-6 |
| ITF M15 Kottingbrunn | 2023/08/13 10:30 | Sasa Markovic v Matic Dimic | 3-6,0-6 |
| ITF M25 Osijek | 2023/08/08 09:40 | Matic Dimic v Aleksei Khomich | 1-6,0-6 |
| ITF M25 Osijek | 2023/08/07 10:50 | Matic Dimic v Andrej Radojicic | 6-3,6-1 |
| ITF M25 Osijek | 2023/08/06 07:30 | Matic Dimic v Luka Miklavcic | 4-6,6-2,10-7 |
| ITF M15 Novi Sad | 2023/07/31 07:00 | Matic Dimic v Novak Novakovic | 4-6,1-6 |
| ITF M15 Novi Sad | 2023/07/24 07:30 | Louis Tessa v Matic Dimic | 6-2,5-7,10-2 |