Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Parnu | 2021/08/04 08:35 | Ergi Kirkin v Oscar Weightman | 6-2,4-6,7-5 |
| UK Pro League | 2021/07/18 15:43 | Jack Gibbens v Oscar Weightman | 3-6,6-4,0-0 |
| UK Pro League | 2021/07/18 14:30 | Oscar Weightman v Jack Gibbens | 6-3,4-6,11-13 |
| UK Pro League | 2021/07/16 10:00 | Oscar Weightman v Liam Hignett | 7-6,6-4 |
| UK Pro League | 2021/07/15 11:30 | Lui Maxted v Oscar Weightman | 6-3,6-3 |
| UK Pro League | 2021/07/14 10:00 | Oscar Weightman v Tom Hands | 6-3,6-3 |
| UK Pro League | 2021/07/12 10:00 | Julian Cash v Oscar Weightman | 6-7,6-4,10-6 |
| ITF M15 Monastir | 2021/06/24 10:10 | Oscar Weightman v Duckhee Lee | 3-6,7-6,3-6 |
| ITF M15 Warmbad-Villach | 2021/08/16 07:00 | Ivan Kazakov v Gonzalo Achondo | 6-3,0-6,8-10 |
| ITF M15 Antalya | 2021/06/27 06:30 | Ivan Kazakov v Stefanos Sakellaridis | 1-6,4-6 |
| ITF M15 Antalya | 2021/06/20 07:00 | Ivan Kazakov v Ray Ho | 2-6,1-6 |
| ITF M15 Tbilisi | 2021/05/18 05:30 | Aleksandr Braynin v Ivan Kazakov | 6-2,6-2 |
| ITF M15 Tbilisi | 2021/05/17 05:30 | Ivan Kazakov v Roman Nashatyrkin | 6-1,6-1 |
| ITF M15 Tbilisi | 2021/05/16 06:00 | Egor Baklanov v Ivan Kazakov | 6-7,6-3,1-10 |
| ITF M15 Antalya | 2021/04/18 07:00 | Leopold Zima v Ivan Kazakov | 6-0,6-3 |
| ITF M25 La Nucia | 2021/03/14 08:00 | Ivan Kazakov v Diego A B Sanchez | 0-6,1-6 |