Stadium: Centre Court Round: 14 Ground: Clay
| 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 Salzburg | 2023/07/10 09:00 | Akira Santillan v Vladyslav Orlov | 6-3,6-1 |
| Challenger Salzburg | 2023/07/09 10:10 | Milos Karol v Vladyslav Orlov | 7-5,3-6,1-6 |
| Challenger Karlsruhe | 2023/07/02 13:25 | Tim Handel v Vladyslav Orlov | 6-4,6-4 |
| ITF M25 Arlon | 2023/06/28 09:30 | Vladyslav Orlov v Facundo Juarez | 3-6,2-6 |
| Challenger Luedenscheid | 2021/08/15 12:15 | Moritz Pieper v Javier Barranco Cosano | 1-6,0-6 |