| UTR Pro - Olomouc | 2023/11/08 07:00 | Christos Keisidis v Dennis Dragomirov | 5-7,3-6 |
| UTR Pro - Olomouc | 2023/11/07 11:52 | Gabor Mathe v Dennis Dragomirov | 7-6,2-6,4-6 |
| UTR Pro - Nîmes | 2023/10/26 11:26 | Dennis Dragomirov v Jules Auffray | 6-3,6-7,6-7 |
| UTR Pro - Nîmes | 2023/10/25 06:00 | Dennis Dragomirov v Nazim Makhlouf | 6-3,6-4 |
| UTR Pro - Nîmes | 2023/10/24 08:24 | Dennis Dragomirov v Ivan Perez Martin | 2-6,6-7 |
| ITF - M25 Telavi | 2023/10/17 06:00 | Jasza Szajrych v Dennis Dragomirov | 6-4,6-3 |
| ITF - M25 Telavi | 2023/10/16 06:00 | Dennis Dragomirov v Gheorghe Claudiu Schinteie | 4-6,7-6,10-6 |
| ITF - M25 Telavi | 2023/10/15 06:00 | Dennis Dragomirov v Victor Kuznetsov | 6-2,7-6 |
| UTR Pro - Olomouc | 2023/11/07 07:00 | Christos Keisidis v Jakub Vrba | 6-7,3-6 |
| UTR Pro - Olomouc | 2023/11/06 09:19 | Jakub Vrba v Oleg Prihodko | 1-6,3-6 |
| ITF - M25 Jablonec Nad Nisou | 2023/08/30 07:55 | Vitek Horak v Jakub Vrba | 6-2,6-4 |