Stadium: Court 15 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2023/10/23 09:00 | Jonas Trinker v Gianluca Carlini | 6-3,6-4 |
| ITF - M15 Heraklion | 2023/10/18 09:50 | Alexandros Skorilas v Jonas Trinker | 6-2,7-6 |
| ITF - M25 Falun | 2023/09/27 11:55 | Jonas Trinker v Evgeny Karlovskiy | 2-6,2-6 |
| ITF - M25 Falun | 2023/09/26 13:35 | Sebastian Eriksson v Jonas Trinker | 6-2,3-6,4-6 |
| ITF - M25 Falun | 2023/09/25 07:55 | Jonas Trinker v Simon Freund | 5-7,6-1,10-2 |
| ITF - M25 Falun | 2023/09/24 09:15 | Jonas Trinker v Alfons Ridstrom | 6-2,6-2 |
| ITF - M15 Danderyd | 2023/09/19 10:00 | Jonas Trinker v Lorenzo Vatteroni | 7-6,3-6,5-10 |
| ITF - M15 Danderyd | 2023/09/18 10:55 | Jonas Trinker v Umberto Maria Giovannini | 6-1,6-4 |
| ITF - M15 Heraklion | 2023/10/23 07:30 | Stefan Cizelj-Zivkovic v Alexander Orlov | 2-6,6-2,11-13 |
| ITF - M15 Heraklion | 2023/10/17 06:30 | Alexander Orlov v Maciej Matuszczyk | 6-2,3-6,10-5 |
| ITF - M15 Heraklion | 2023/10/16 06:30 | Alexander Orlov v Dario Huber | 5-7,7-6,14-12 |
| ITF - M15 Monastir | 2023/10/02 08:00 | Alexander Orlov v Rayen Hermassi | 3-6,6-1,8-10 |
| ITF - M15 Monastir | 2023/10/01 08:00 | Alexander Orlov v Rodrigo Mora Clement | 7-5,6-4 |
| ITF - M15 Monastir | 2023/09/25 08:30 | Paul Werren v Alexander Orlov | 6-3,6-2 |
| ITF - M15 Monastir | 2023/09/24 10:30 | Eugenio Almeida Junior v Alexander Orlov | 3-6,3-6 |
| ITF - M15 Monastir | 2023/09/20 12:25 | Alexander Orlov v Stefano Reitano | 3-6,4-6 |