Stadium: Court 8 Round: 62 Ground: Hardcourt outdoor
| ITF - M15 Monastir | 2021/06/20 12:00 | Mhamed Affes v Giles Hussey | 0-6,3-6 |
| ITF - M15 Monastir | 2021/06/14 08:00 | Cesar Bourgois v Giles Hussey | 3-6,7-6,10-8 |
| ITF - M15 Monastir | 2021/06/13 14:00 | Giles Hussey v Diego A B Sanchez | 3-6,6-4,10-8 |
| ITF - M15 Heraklion | 2021/06/11 08:55 | Yuki Mochizuki v Giles Hussey | 3-6,6-2,6-3 |
| ITF - M15 Heraklion | 2021/06/09 08:40 | Giles Hussey v Mateus Alves | 6-4,1-6,7-5 |
| ITF - M15 Heraklion | 2021/06/08 06:30 | Giles Hussey v Sahar Simon | 6-3,6-1 |
| ITF - M15 Heraklion | 2021/06/07 09:00 | Harry Wendelken v Giles Hussey | 4-6,3-6 |
| ITF - M15 Heraklion | 2021/06/06 11:00 | Asaf Friedler v Giles Hussey | 3-6,3-6 |
| ITF - M15 Monastir | 2021/06/20 09:00 | Noah Lopez v Oscar Weightman | 6-7,0-6 |
| ITF - M15 Monastir | 2021/06/14 13:30 | Aidan Mayo v Oscar Weightman | 6-2,4-6,10-7 |
| ITF - M15 Monastir | 2021/06/14 09:00 | Esteban Bruna v Oscar Weightman | 4-6,2-6 |
| ITF - M15 Monastir | 2021/06/07 08:00 | Oscar Weightman v Ezequiel Simonit | 4-6,2-6 |
| ITF - M15 Monastir | 2021/06/06 09:00 | Oscar Weightman v Luka Vukovic | 6-4,6-3 |
| ITF M15 - Kouvola | 2021/05/27 11:00 | Anton Matusevich v Oscar Weightman | 6-0,6-4 |
| ITF M15 - Kouvola | 2021/05/26 06:00 | Ville-Petteri Ahti v Oscar Weightman | 2-6,2-6 |
| UK Pro League | 2021/04/11 14:00 | Tom Hands v Oscar Weightman | 4-6,7-5,10-7 |