Stadium: Court 7 Round: 25 Ground: Clay
| Challenger Augsburg | 2023/08/23 08:00 | Oliver Crawford v Carlos Taberner | 6-3,4-6,6-7 |
| Challenger Augsburg | 2023/08/22 08:00 | Oliver Crawford v Giovanni Fonio | 6-2,6-3 |
| ITF M25 Kramsach | 2023/07/29 11:00 | Oliver Crawford v Gerard Campana Lee | 6-7,3-6 |
| ITF M25 Kramsach | 2023/07/28 09:00 | Oliver Crawford v Peter Heller | 6-3,6-4 |
| ITF M25 Kramsach | 2023/07/27 09:00 | Oliver Crawford v Hynek Barton | 7-6,3-6,6-4 |
| ITF M25 Kramsach | 2023/07/26 10:30 | Oliver Crawford v Dario Huber | 6-3,6-4 |
| ITF M25 Gandia | 2023/07/23 16:00 | Oliver Crawford v Sergi Perez Contri | 3-6,5-7 |
| ITF M25 Gandia | 2023/07/22 15:30 | Oliver Crawford v Pedro Rodenas | 6-3,6-3 |
| ITF M15 Huy | 2023/08/27 13:00 | Sidane Pontjodikromo v Thiemo De Bakker | 3-6,3-6 |
| ITF M15 Huy | 2023/08/26 11:00 | Felix Corwin v Thiemo De Bakker | 1-6,2-6 |
| ITF M15 Huy | 2023/08/25 15:00 | Jarno Jans v Thiemo De Bakker | 4-6,2-6 |
| ITF M15 Huy | 2023/08/25 07:30 | Harold Huens v Thiemo De Bakker | 3-6,1-6 |
| ITF M15 Huy | 2023/08/23 16:15 | Thiemo De Bakker v Luciano Emanuel Ambrogi | 6-2,7-5 |
| ITF M15 Huy | 2023/08/21 11:45 | Thiemo De Bakker v Leon Formella | 6-3,6-0 |
| ITF M25 Koksijde | 2023/08/15 12:35 | Thiemo De Bakker v Mariano Kestelboim | 3-6,3-6 |
| ITF M25 Koksijde | 2023/08/14 09:50 | Thiemo De Bakker v Giacomo Crisostomo | 6-1,6-2 |