Stadium: Center Court Round: 54 Ground: Clay
| ITF M25 Maribor | 2023/09/06 09:50 | Jan Kupcic v Mathys Erhard | 6-4,1-6,4-6 |
| ITF M25 Maribor | 2023/08/31 08:50 | Jan Kupcic v Mirza Basic | 4-6,6-7 |
| ITF M15 Kottingbrunn | 2023/08/13 12:00 | Jan Kupcic v Dennis Dragomirov | 4-6,6-7 |
| ITF M25 Osijek | 2023/08/09 12:25 | Jan Kupcic v Luca Giacomini | 6-2,2-6,3-6 |
| ITF M15 Novi Sad | 2023/07/30 08:30 | Miha Vetrih v Jan Kupcic | 6-7,6-4,10-8 |
| ITF M15 Novi Sad | 2023/07/25 07:30 | Tom Paris v Jan Kupcic | 6-2,6-3 |
| ITF M15 Novi Sad | 2023/07/24 07:30 | Marcell Bartakovics v Jan Kupcic | 4-6,4-6 |
| ITF M15 Novi Sad | 2023/07/23 07:00 | Niccolo Ciavarella v Jan Kupcic | 3-6,3-6 |
| ITF M15 Arad | 2023/09/24 07:00 | Alexandru Luca v Samuil Konov | 3-6,2-6 |
| ITF M15 Satu Mare | 2023/09/12 09:35 | Dominic Ducariu v Samuil Konov | 7-5,4-6,20-18 |
| ITF M15 Constanta | 2023/09/05 08:40 | Vlad Cristian Breazu v Samuil Konov | 6-4,4-6,10-3 |
| ITF M15 Constanta | 2023/09/04 09:30 | Samuil Konov v Gheorghe Claudiu Schinteie | 7-6,4-6,10-8 |
| ITF M15 Constanta | 2023/09/03 08:30 | Samuil Konov v Andrei Cuceu | 6-2,6-2 |
| ITF M15 Bucharest | 2023/08/29 06:30 | Louis Allen v Samuil Konov | 6-3,6-3 |
| ITF M15 Bucharest | 2023/08/27 08:00 | Ioan A Teglas v Samuil Konov | 6-4,1-6,2-10 |
| ITF M15 Targu Jiu | 2023/08/13 12:00 | Samuil Konov v Gabriel Ghetu | 2-6,0-6 |