Stadium: Match Court Round: 5
| ITF M25 Bielsko Biala | 2023/08/16 10:40 | Fryderyk Lechno-Wasiutynski v Vladyslav Orlov | 6-7,2-6 |
| Challenger Cordenons | 2023/08/08 17:30 | Vladyslav Orlov v Matteo Gigante | 7-6,4-6,4-6 |
| Challenger Luedenscheid | 2023/07/31 16:10 | Vladyslav Orlov v Tommaso Compagnucci | 5-7,7-6,4-6 |
| Challenger Luedenscheid | 2023/07/30 13:10 | Vladyslav Orlov v Moritz Pieper | 6-4,6-2 |
| Challenger Zug | 2023/07/24 12:10 | Gianmarco Ferrari v Vladyslav Orlov | 6-3,6-4 |
| Challenger Zug | 2023/07/23 15:25 | Vladyslav Orlov v Ugo Blanchet | 4-6,6-4,7-6 |
| Challenger Tampere | 2023/07/17 11:05 | Vladyslav Orlov v Ergi Kirkin | 6-7,3-6 |
| Challenger Tampere | 2023/07/16 10:30 | Vladyslav Orlov v Vesa Ahti | 6-4,6-4 |
| Challenger Cary | 2023/08/06 20:00 | Nicolas Mejia v Ryan Harrison | 3-6,4-6 |
| Challenger Porto | 2023/07/31 17:05 | Nicolas Mejia v Luca Nardi | 6-3,2-6,3-6 |
| Challenger Segovia | 2023/07/26 13:45 | Marton Fucsovics v Nicolas Mejia | 6-3,2-6,6-1 |
| Challenger Segovia | 2023/07/25 09:15 | Adria Soriano Barrera v Nicolas Mejia | 6-3,2-6,1-6 |
| Challenger Pozoblanco | 2023/07/17 20:55 | Nicolas Mejia v Daniel Masur | 3-6,6-7 |
| Challenger Medellin | 2023/06/29 18:30 | Nicolas Mejia v Adria Soriano Barrera | 6-1,6-7,2-6 |
| Challenger Medellin | 2023/06/28 19:55 | Nicolas Mejia v Calum Puttergill | 6-4,6-3 |
| Challenger Medellin | 2023/06/27 18:10 | Nicolas Mejia v Pedro Boscardin Dias | 6-2,7-6 |