| UTR Pro London | 2023/05/19 07:00 | Weightman, Oscar v Gschwendtner, Jeremy | 6-2,5-4 |
| UTR Pro London | 2023/05/17 10:00 | Weightman, Oscar v 왈터스, 마르쿠스 | 6-3,6-4 |
| UTR Pro London | 2023/05/16 07:00 | Weightman, Oscar v 페레이라, 미구엘 페르난도 | 6-1,6-2 |
| UTR Pro London | 2023/05/15 08:30 | Richard Bloomfield v Weightman, Oscar | 6-7,6-4,3-6 |
| UK Pro League | 2023/05/13 11:15 | Weightman, Oscar v Louis Bowden | 4-6,5-7 |
| UK Pro League | 2023/05/12 10:00 | Weightman, Oscar v 스토리, 리안 제임스 | 1-6,6-1,10-8 |
| UK Pro League | 2023/05/10 15:00 | Weightman, Oscar v 호드킨, 신 | 6-3,6-2 |
| UK Pro League | 2023/05/08 10:00 | Weightman, Oscar v 마르틴, 토비 | 6-1,6-7,10-7 |
| UTR Pro London | 2023/05/19 10:40 | Simkiss, Luke v Stefan Cooper | 6-7,4-6 |
| UTR Pro London | 2023/05/17 07:00 | Simkiss, Luke v 데니소브, 이반 | 2-6,7-5,6-4 |
| UTR Pro London | 2023/05/16 08:30 | Simkiss, Luke v Sklenka, Victor | 6-7,7-6,7-6 |
| UTR Pro London | 2023/05/15 10:00 | 카팔보, 프란코 v Simkiss, Luke | 4-6,0-6 |
| ITF M25 Nottingham | 2023/04/26 11:55 | 후세이, 길레스 v Simkiss, Luke | 6-4,6-3 |
| ITF M25 Nottingham | 2023/04/25 09:00 | 오누마, 유지로 v Simkiss, Luke | 3-6,4-6 |
| ITF M25 Nottingham Qual | 2023/04/24 12:05 | Simkiss, Luke v Yang, Jimmy | 6-4,7-6 |
| ITF M25 Nottingham | 2023/04/17 10:50 | Simkiss, Luke v 캔터, 알렉시스 | 6-4,6-7,9-11 |