| UK Pro League | 07/18 15:43 | - | Jack Gibbens v Weightman, Oscar | 3-6,6-4,0-0 | |
| UK Pro League | 07/18 14:30 | 1 | Weightman, Oscar v Jack Gibbens | 6-3,4-6,11-13 | |
| UK Pro League | 07/16 10:00 | 1 | Weightman, Oscar v Liam Hignett | 7-6,6-4 | |
| UK Pro League | 07/16 10:00 | - | Weightman, Oscar v Paris, Joshua | View | |
| UK Pro League | 07/15 11:30 | 1 | Maxted, Lui v Weightman, Oscar | 6-3,6-3 | |
| UK Pro League | 07/14 10:00 | 1 | Weightman, Oscar v Hands, Tom | 6-3,6-3 | |
| UK Pro League | 07/12 10:00 | 1 | Cash, Julian v Weightman, Oscar | 6-7,6-4,10-6 | |
| ITF - M15 Monastir | 06/24 10:10 | 26 | Weightman, Oscar v Duckhee Lee | 3-6,7-6,3-6 | |
| ITF - M15 Monastir | 06/23 13:30 | 25 | Weightman, Oscar v Kelsey Stevenson | 1-6,7-5,7-5 | |
| ITF - M15 Monastir | 06/21 13:00 | 62 | Di Marco, Connor v Weightman, Oscar | Retired | |
| ITF - M15 Monastir | 06/21 08:00 | 62 | Giles Hussey v Weightman, Oscar | 3-6,3-6 | |
| ITF - M15 Monastir | 06/20 09:00 | 62 | Noah Lopez v Weightman, Oscar | 6-7,0-6 | |
| ITF - M15 Monastir | 06/14 13:30 | 62 | Aidan Mayo v Weightman, Oscar | 6-2,4-6,10-7 | |
| ITF - M15 Monastir | 06/14 09:00 | 62 | Bruna, Esteban v Weightman, Oscar | 4-6,2-6 | |
| ITF - M15 Monastir | 06/13 10:00 | 62 | Sungbeen Sim v Weightman, Oscar | Retired | |
| ITF - M15 Monastir | 06/07 08:00 | 62 | Weightman, Oscar v Ezequiel Simonit | 4-6,2-6 | |
| ITF - M15 Monastir | 06/06 09:00 | 62 | Weightman, Oscar v Vukovic, Luka | 6-4,6-3 | |
| ITF M15 Kouvola | 05/27 11:00 | 26 | Anton Matusevich v Weightman, Oscar | 6-0,6-4 | |
| ITF M15 Kouvola | 05/26 06:00 | 25 | Ahti, Ville-Petteri v Weightman, Oscar | 2-6,2-6 | |
| UK Pro League | 04/11 14:00 | - | Hands, Tom v Weightman, Oscar | 4-6,7-5,10-7 | |
| UK Pro League | 04/10 09:00 | - | Alexis Canter v Weightman, Oscar | 7-6,6-4 | |
| UK Pro League | 04/09 09:00 | 1 | Weightman, Oscar v Patten, Henry | 3-6,4-6 | |
| UK Pro League | 04/08 13:00 | - | Weightman, Oscar v Maxted, Lui | 1-6,0-6 | |
| UK Pro League | 04/07 11:30 | 1 | Hands, Tom v Weightman, Oscar | 6-2,7-6 | |
| UK Pro League | 04/06 11:35 | - | Anton Matusevich v Weightman, Oscar | 6-4,6-0 | |
| UK Pro League | 04/05 09:00 | 1 | Paris, Joshua v Weightman, Oscar | 6-2,3-6,5-10 | |
| UK Pro League | 03/21 13:30 | 1 | Weightman, Oscar v George Houghton | 3-6,7-5,2-10 | |
| UK Pro League | 03/20 13:30 | - | Billy Harris v Weightman, Oscar | 6-2,6-4 | |
| UK Pro League | 03/19 12:30 | 1 | Weightman, Oscar v Sean Hodkin | 0-6,6-1,10-7 | |
| UK Pro League | 03/18 20:00 | 1 | Weightman, Oscar v Harry Wendelken | 4-6,6-1,10-8 |