Stadium: Court 4 Round: 27 Ground: Hardcourt outdoor
| Challenger Tiburon | 2023/10/01 18:35 | Omni Kumar v Garrett Johns | 1-6,3-6 |
| ATP Zhuhai | 2023/09/19 03:00 | Stefano Napolitano v Omni Kumar | 6-2,6-0 |
| Challenger Istanbul | 2023/09/04 08:40 | Omni Kumar v Marsel Ilhan | 3-6,7-5,5-7 |
| Challenger Istanbul | 2023/09/03 10:15 | Omni Kumar v Sarp Agabigun | 6-3,6-7,6-3 |
| ATP Winston-Salem | 2023/08/23 22:25 | Juan Manuel Cerundolo v Omni Kumar | 7-5,6-3 |
| ATP Winston-Salem | 2023/08/23 00:00 | Omni Kumar v Botic Van De Zandschulp | 6-3,7-5 |
| ATP Winston-Salem | 2023/08/21 22:30 | Arthur Rinderknech v Omni Kumar | 3-6,6-7 |
| ATP Winston-Salem | 2023/08/20 17:00 | Illya Marchenko v Omni Kumar | 6-4,6-4 |
| Challenger Alicante | 2023/10/01 13:05 | Lukas Pokorny v Vladyslav Orlov | 6-3,6-0 |
| ITF M25 Zlatibor | 2023/09/29 13:30 | Marko Topo v Vladyslav Orlov | 6-1,6-2 |
| ITF M25 Zlatibor | 2023/09/29 09:50 | Jaka Protic Zakelj v Vladyslav Orlov | 2-6,1-6 |
| 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 |