Stadium: Central Court Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/09/07 08:00 | Sell, Karue v Weightman, Oscar | 6-4,6-3 |
| ITF M15 Monastir | 2023/09/06 10:00 | Weightman, Oscar v 스코릴라스, 알렉산드로스 | 6-2,4-6,6-4 |
| ITF M25 Aldershot | 2023/08/17 10:15 | Henry Searle v Weightman, Oscar | 6-3,6-2 |
| ITF M25 Aldershot | 2023/08/15 10:25 | Weightman, Oscar v 델라베도바, 마튜 | 3-6,6-2,6-2 |
| ITF M25 Roehampton | 2023/08/11 11:25 | Weightman, Oscar v 주브, 파울 | 2-6,6-7 |
| ITF M25 Roehampton | 2023/08/08 15:05 | 리틀, 다니엘 v Weightman, Oscar | 3-6,6-7 |
| ITF M25 Roehampton | 2023/08/01 11:00 | 리틀, 다니엘 v Weightman, Oscar | 6-2,5-7,7-6 |
| ITF M25 Roehampton | 2023/07/18 10:00 | 하리스, 빌리 v Weightman, Oscar | 6-3,6-2 |
| ITF M15 Monastir | 2023/08/29 10:35 | Simakin, Ilia v Matteo Covato | 6-2,6-3 |
| ITF M15 Monastir | 2023/08/22 09:50 | 랄라미 라로우시, 유네스 v Matteo Covato | 6-2,6-4 |
| ITF M15 Monastir | 2023/08/13 12:00 | Matteo Covato v Alvaro Dagoberto Garcia Ramirez | 2-6,6-2,10-2 |
| ITF M25 Porto | 2023/07/23 09:00 | Tiago Boschmans v Matteo Covato | 6-2,7-5 |