Stadium: Prostejov Arena Round: 26 Ground: Clay
| Challenger Prostejov | 2023/06/06 12:50 | Flavio Cobolli v Hynek Barton | 4-6,4-6 |
| Challenger Prostejov | 2023/06/05 09:35 | Pedro Sakamoto v Hynek Barton | 2-6,4-6 |
| Challenger Prostejov | 2023/06/04 15:05 | Hynek Barton v Oriol Roca Batalla | 6-4,5-7,6-4 |
| ITF - Jablonec Nad Nisou M25 | 2023/06/01 09:50 | Hynek Barton v Stuart Parker | 4-6,2-6 |
| ITF - Jablonec Nad Nisou M25 | 2023/05/31 13:40 | Hynek Barton v Peter Goldsteiner | 6-4,6-4 |
| ITF - Most M25 | 2023/05/25 10:30 | Jakub Paul v Hynek Barton | 4-6,7-5,7-5 |
| ITF - Most M25 | 2023/05/24 10:45 | Hynek Barton v Alex Rybakov | 6-3,6-3 |
| ITF - Praga M25 | 2023/05/18 13:00 | Goncalo Oliveira v Hynek Barton | 6-3,7-6 |
| Challenger Prostejov | 2023/06/05 16:35 | Lukas Pokorny v Dimitar Kuzmanov | 1-6,0-6 |
| Challenger Troisdorf | 2023/05/30 12:45 | Dimitar Kuzmanov v Sumit Nagal | 3-6,6-1,5-7 |
| French Open | 2023/05/23 11:30 | Emilio Nava v Dimitar Kuzmanov | 6-3,7-6 |
| Challenger Francavilla | 2023/05/10 09:30 | Lorenzo Giustino v Dimitar Kuzmanov | 1-6,7-6,6-2 |
| Challenger Francavilla | 2023/05/08 15:35 | Dalibor Svrcina v Dimitar Kuzmanov | 4-6,4-6 |
| Challenger Praga | 2023/05/02 13:50 | Federico Gaio v Dimitar Kuzmanov | 6-4,7-6 |
| Challenger Praga | 2023/05/01 09:45 | Dimitar Kuzmanov v Alejandro Moro Canas | 6-2,6-4 |
| Challenger Praga | 2023/04/30 13:35 | Dimitar Kuzmanov v Guido Andreozzi | 6-1,6-3 |