Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF - M25 Aldershot | 2023/08/17 10:15 | Henry Searle v Oscar Weightman | 6-3,6-2 |
| ITF - M25 Aldershot | 2023/08/15 10:25 | Oscar Weightman v Matthew Dellavedova | 3-6,6-2,6-2 |
| ITF - M25 Roehampton | 2023/08/11 11:25 | Oscar Weightman v Paul Jubb | 2-6,6-7 |
| ITF - M25 Roehampton | 2023/08/08 15:05 | Daniel Little v Oscar Weightman | 3-6,6-7 |
| ITF - M25 Roehampton | 2023/08/01 11:00 | Daniel Little v Oscar Weightman | 6-2,5-7,7-6 |
| ITF - M25 Roehampton | 2023/07/18 10:00 | Billy Harris v Oscar Weightman | 6-3,6-2 |
| ITF - M25 Nottingham | 2023/07/11 13:55 | Daniel Cox v Oscar Weightman | 6-1,7-5 |
| ITF - M25 Ajaccio | 2023/07/05 11:50 | Patrick Brady v Oscar Weightman | 7-6,3-6,7-6 |
| ITF - M15 Monastir | 2023/09/02 08:30 | Alexandros Skorilas v Alexis Gautier | 2-6,2-6 |
| ITF - M15 Monastir | 2023/09/01 08:30 | Alexander Cozbinov v Alexandros Skorilas | 5-7,6-3,3-6 |
| ITF - M15 Monastir | 2023/08/31 08:30 | Alexandros Skorilas v Garrett Johns | 6-3,6-7,6-1 |
| ITF - M15 Monastir | 2023/08/30 11:20 | Alexandros Skorilas v Timothy Gray | 6-3,3-6,6-3 |
| ITF - M15 Monastir | 2023/08/06 08:30 | Alexandros Skorilas v Alberto Barroso Campos | 3-6,4-6 |
| ITF - M15 Monastir | 2023/08/05 08:30 | Kody Pearson v Alexandros Skorilas | 5-7,4-6 |
| ITF - M15 Monastir | 2023/08/04 08:30 | Arthur Bouquier v Alexandros Skorilas | 3-6,4-6 |
| ITF - M15 Monastir | 2023/08/03 08:00 | Alexandros Skorilas v Andrea Bacaloni | 6-3,6-4 |