Stadium: Court 1 Round: 26 Ground: Clay
| ITF M25 Zlatibor | 2023/09/28 13:35 | Jaka Protic Zakelj v Sasa Markovic | 6-4,3-6,12-10 |
| ITF M25 Zlatibor | 2023/09/27 13:00 | Jaka Protic Zakelj v Tadija Radovanovic | 6-3,7-5 |
| ITF M25 Zlatibor | 2023/09/27 07:00 | Jaka Protic Zakelj v Alexandar Balj | 6-4,4-6,10-7 |
| ITF M25 Zlatibor | 2023/09/24 10:30 | Alexander Chepik v Jaka Protic Zakelj | 4-6,4-6 |
| ITF M25 Maribor | 2023/09/05 08:00 | Gregor Ramskogler v Jaka Protic Zakelj | 7-6,6-4 |
| ITF M25 Maribor | 2023/09/04 08:00 | Tino Kovacic v Jaka Protic Zakelj | 4-6,2-6 |
| ITF M25 Maribor | 2023/08/30 13:55 | Jaka Protic Zakelj v Marko Topo | 5-7,6-4,5-7 |
| ITF M25 Osijek | 2023/08/08 10:05 | Marcell Bartakovics v Jaka Protic Zakelj | 7-6,2-6,13-11 |
| ITF M25 Zlatibor | 2023/09/28 12:55 | Shayan Najam v Vladyslav Orlov | 0-6,0-6 |
| Challenger Sibiu | 2023/09/17 08:55 | Kai Wehnelt v Vladyslav Orlov | 7-5,6-7,6-4 |
| Davis Cup | 2023/09/15 10:50 | Vladyslav Orlov v Nicolas Mejia | 5-7,6-4,7-6 |
| Davis Cup | 2023/09/14 09:50 | Vladyslav Orlov v Daniel Elahi Galan | 7-5,3-6,0-6 |
| Challenger Istanbul | 2023/09/04 08:30 | Vladyslav Orlov v Blaise Bicknell | 0-6,1-6 |
| Challenger Istanbul | 2023/09/03 11:50 | Vladyslav Orlov v Berk Ilkel | 6-2,6-2 |
| ITF M25 Poznan | 2023/08/23 12:05 | Michal Mikula v Vladyslav Orlov | 2-6,3-6 |
| ITF M25 Bielsko Biala | 2023/08/17 10:30 | Viacheslav Bielinskyi v Vladyslav Orlov | 6-3,6-2 |