Stadium: Court 4 Round: 54 Ground: Clay
| ITF M15 Arad | 2023/09/26 11:55 | Kai Wehnelt v Jan Kupcic | 3-6,7-6,6-4 |
| ITF M15 Arad | 2023/09/25 07:00 | Jan Kupcic v Samuil Konov | 7-6,4-6,10-6 |
| 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 Constanta | 2023/09/05 07:00 | Ioan Alexandru Chirita v Artem Podorozhnyi | 6-4,6-4 |
| ITF M15 Bucharest | 2023/08/27 11:30 | Simon Knezevic v Artem Podorozhnyi | 6-2,6-0 |
| ITF M25 Kramsach | 2023/07/24 09:00 | Dario Huber v Artem Podorozhnyi | 6-3,6-1 |
| ITF M25 Kramsach | 2023/07/23 12:00 | Nicolas Moser v Artem Podorozhnyi | 6-4,3-6,3-10 |
| ITF M25 Kramsach | 2023/07/23 07:00 | Ivo Vercik v Artem Podorozhnyi | 4-6,2-6 |
| ITF M25 Telfs | 2023/07/17 07:00 | Gustaf Strom v Artem Podorozhnyi | 6-2,6-2 |
| ITF M25 Telfs | 2023/07/16 07:00 | Adam Granath v Artem Podorozhnyi | 4-6,1-6 |
| UTR Pro Olomouc | 2023/07/08 06:00 | Artem Podorozhnyi v Jonasz Dziopak | 6-4,4-6,1-6 |