Stadium: Court 1 Round: 14 Ground: Clay
| ITF M15 Monastir | 2022/09/18 13:00 | Petros Tsitsipas v Lawrence Bataljin | 7-5,6-3 |
| Challenger Granby | 2022/08/21 18:50 | Petros Tsitsipas v Luke Saville | 4-6,2-6 |
| Challenger Lexington | 2022/07/31 20:35 | Petros Tsitsipas v Ryan Harrison | 1-6,4-6 |
| Challenger Trieste | 2022/07/17 13:00 | Luca Van Assche v Petros Tsitsipas | 6-0,6-1 |
| Challenger Jasy | 2022/07/10 15:00 | Oleg Prihodko v Petros Tsitsipas | 7-6,6-1 |
| ITF M25 Bourg-en-Bresse | 2022/06/29 09:45 | Kai Wehnelt v Petros Tsitsipas | 6-3,6-1 |
| ITF M25 Grasse | 2022/06/12 14:35 | Petros Tsitsipas v Thibaut Gadilhe | 6-2,6-2 |
| Challenger Šymkent | 2022/05/16 06:50 | Ivan Gakhov v Petros Tsitsipas | 6-1,7-5 |
| 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 |
| ITF M25 Sanxenxo | 2023/04/25 09:55 | Vladyslav Orlov v Diego F Flores | 3-6,2-6 |
| ITF M15 Chennai | 2023/04/05 03:30 | Vladyslav Orlov v Nitin Kumar Sinha | 6-3,7-5 |
| ITF M25 Mysuru | 2023/03/31 04:30 | Blake Ellis v Vladyslav Orlov | 7-6,6-4 |