Stadium: Court 2 HARD COURT Round: 25 Ground: Hardcourt outdoor
| ITF M25 Nottingham | 2023/07/10 10:00 | Luke Simkiss v George Houghton | 7-6,6-1 |
| ITF M25 Nottingham | 2023/07/09 12:20 | Ronald Hohmann v Luke Simkiss | 6-2,3-6,6-10 |
| ITF M15 Alkmaar | 2023/07/01 11:50 | Luke Simkiss v Sander Jong | 4-6,1-6 |
| ITF M15 Alkmaar | 2023/06/30 14:30 | Alec Deckers v Luke Simkiss | 6-7,6-4,4-6 |
| ITF M15 Alkmaar | 2023/06/29 10:55 | Luke Simkiss v Sidane Pontjodikromo | 6-3,7-5 |
| ITF M15 Alkmaar | 2023/06/28 13:55 | Luke Simkiss v Florian Broska | 6-7,6-4,7-6 |
| ITF M15 Alkmaar | 2023/06/25 10:00 | Luke Tollenaar v Luke Simkiss | 0-6,1-6 |
| UTR Pro London | 2023/05/20 08:30 | Oscar Weightman v Luke Simkiss | 6-3,6-0 |
| ITF M25 Nottingham | 2023/07/10 12:00 | James Davis v Ali Habib | 4-6,2-6 |
| ITF M25 Nottingham | 2023/07/09 15:35 | Derrick Chen v Ali Habib | 1-6,4-6 |
| ITF M15 Belgrade | 2023/06/25 09:30 | Davud Amirov v Ali Habib | 6-3,6-2 |
| ITF M15 Kursumlijska Banja | 2023/06/19 10:00 | Piotr Czaczkowski v Ali Habib | 7-5,6-2 |
| ITF M15 Kursumlijska Banja | 2023/06/18 09:30 | Benjamin Torres v Ali Habib | 3-6,6-2,3-10 |
| ITF M15 Kursumlijska Banja | 2023/06/15 09:15 | Ali Habib v Kristijan Juhas | 4-6,2-6 |
| ITF M15 Kursumlijska Banja | 2023/06/13 07:00 | Ali Habib v Novak Novakovic | 4-6,6-3,11-9 |
| ITF M15 Kursumlijska Banja | 2023/06/12 10:30 | Ali Habib v Benjamin Torres | 1-6,7-6,10-8 |