Stadium: Hard 20 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/08 07:00 | Vladyslav Orlov v Orel Kimhi | 6-2,6-3 |
| ITF M25 Heraklion | 2023/11/03 08:00 | Guy Den Ouden v Vladyslav Orlov | 6-4,1-6,6-1 |
| ITF M25 Heraklion | 2023/11/02 08:00 | Vladyslav Orlov v Francesco Forti | 6-1,6-1 |
| ITF M25 Heraklion | 2023/11/01 08:35 | Vladyslav Orlov v Dax Donders | 6-1,6-4 |
| ITF M15 Heraklion | 2023/10/26 06:30 | Jonas Trinker v Vladyslav Orlov | 6-4,1-6,6-2 |
| Challenger Olbia | 2023/10/18 09:45 | Vladyslav Orlov v Kyrian Jacquet | 7-5,3-6,4-6 |
| Challenger Olbia | 2023/10/16 08:00 | Maks Kasnikowski v Vladyslav Orlov | 6-4,6-7,4-6 |
| Challenger Olbia | 2023/10/15 08:00 | Arjun Kadhe v Vladyslav Orlov | 0-6,3-6 |
| ITF M25 Heraklion | 2023/11/02 08:00 | Peter Heller v Enrico Dalla Valle | 3-6,3-6 |
| ITF M25 Heraklion | 2023/11/01 06:50 | Peter Heller v Alexandros Skorilas | 6-2,6-2 |
| ITF M15 Bad Waltersdorf | 2023/10/04 09:45 | Jan Kupcic v Peter Heller | 6-3,6-4 |
| ITF M25 Sabadell | 2023/09/26 10:20 | Imanol L Morillo v Peter Heller | 7-6,2-6,6-4 |
| ITF M25 Madrid | 2023/09/17 11:00 | Aidan Mchugh v Peter Heller | 6-4,7-5 |
| ITF M25 Madrid | 2023/09/16 07:55 | Miguel Damas v Peter Heller | 6-2,6-7,5-7 |
| ITF M25 Madrid | 2023/09/15 09:00 | Peter Heller v Clement Chidekh | 6-2,6-3 |
| ITF M25 Madrid | 2023/09/14 11:45 | Peter Heller v Alberto Romero De Avila Senise | 6-2,6-1 |