Stadium: Centre Court Round: 26 Ground: Hardcourt outdoor
| Challenger Hersonissos | 2025/08/19 07:00 | Jakub Paul v Harry Wendelken | 6-2,6-2 |
| Challenger Hersonissos | 2025/08/18 07:00 | Harry Wendelken v Leo Raquillet | 6-2,6-2 |
| Challenger Hersonissos | 2025/08/17 08:40 | Harry Wendelken v Georgios Nouchakis | 6-4,6-1 |
| Challenger Hersonissos | 2025/08/14 10:00 | Rafael Jodar v Harry Wendelken | 6-0,4-6,6-3 |
| Challenger Hersonissos | 2025/08/13 09:40 | Harry Wendelken v Ilya Ivashka | 2-6,6-2,6-3 |
| Challenger Hersonissos | 2025/08/12 07:00 | Harry Wendelken v Lucas Poullain | 6-1,7-5 |
| ITF M25 Roehampton | 2025/08/08 09:30 | Henry Searle v Harry Wendelken | 2-6,6-4,5-1 |
| ITF M25 Roehampton | 2025/08/07 09:00 | Oliver Bonding v Harry Wendelken | 4-6,2-6 |
| Challenger Tulln | 2025/09/01 08:00 | Dennis Novak v Jozef Kovalik | 1-6,6-3,1-6 |
| Challenger Tulln | 2025/08/31 08:00 | Dennis Novak v Sebastian Sorger | 5-7,6-3,6-3 |
| ITF M25 Maribor | 2025/08/30 08:00 | Mirza Basic v Dennis Novak | 6-1,6-4 |
| ITF M25 Maribor | 2025/08/29 08:00 | Dennis Novak v Filip Jeff Planinsek | 6-3,6-4 |
| ITF M25 Maribor | 2025/08/28 08:00 | Dennis Novak v Aljaz Jeran | 7-5,6-0 |
| ITF M25 Maribor | 2025/08/27 08:00 | Dennis Novak v Luka Vuglar | 6-0,6-1 |
| ITF M25 Maribor | 2025/08/21 08:00 | Dennis Novak v Sean Cuenin | 6-7,4-6 |
| ITF M25 Maribor | 2025/08/20 12:00 | Dennis Novak v Nikola Basic | 6-1,6-2 |