Stadium: Court 2 Round: 25 Ground: Clay
| ITF M15 Sarajevo | 2023/06/08 07:00 | Brandon Walkin v Dusan Obradovic | 6-3,6-7,4-6 |
| ITF M15 Sarajevo | 2023/06/07 07:00 | Bozo Barun v Brandon Walkin | 4-6,2-6 |
| ITF M25 Kiseljak | 2023/05/31 10:55 | Brandon Walkin v Kirill Kivattsev | 6-7,6-7 |
| ITF M25 Kiseljak | 2023/05/30 09:05 | Brandon Walkin v Gal Emersic Potocnik | 7-5,6-0 |
| ITF M25 Kiseljak | 2023/05/29 09:30 | Brandon Walkin v Lukas Rohseano | 6-2,6-1 |
| ITF M15 Brcko | 2023/05/24 07:30 | Brandon Walkin v Kirill Kivattsev | 6-2,4-6,4-6 |
| ITF M15 Brcko | 2023/05/23 07:30 | Brandon Walkin v Ivo Vercik | 6-1,6-0 |
| ITF M15 Prijedor | 2023/05/18 11:55 | Viacheslav Bielinskyi v Brandon Walkin | 6-3,6-2 |
| ATP Stuttgart | 2023/06/10 12:30 | Vladyslav Orlov v Antoine Bellier | 3-6,4-6 |
| Challenger Heilbronn | 2023/06/05 10:30 | Sebastian Fanselow v Vladyslav Orlov | 6-3,3-6,6-3 |
| Challenger Heilbronn | 2023/06/04 10:55 | Petros Tsitsipas v Vladyslav Orlov | 2-6,4-6 |
| Challenger Troisdorf | 2023/05/28 08:30 | Marvin Moeller v Vladyslav Orlov | 6-1,6-3 |
| ITF M25 Bodrum | 2023/05/25 07:00 | Vladyslav Orlov v George Loffhagen | 4-6,2-6 |
| ITF M25 Bodrum | 2023/05/24 07:30 | Vladyslav Orlov v Sarp Agabigun | 6-1,6-1 |
| ITF M25 Bodrum | 2023/05/23 08:20 | Vladyslav Orlov v Aleksandre Metreveli | 6-3,6-0 |
| ITF M25 Valldoreix | 2023/05/09 11:25 | David Jorda Sanchis v Vladyslav Orlov | 6-4,3-6,6-3 |