Stadium: Court 6 Round: 54 Ground: Hardcourt outdoor
| ITF M25 Roehampton | 2023/07/30 09:00 | Luke Simkiss v Zach Stephens | 6-4,7-5 |
| ITF M25 Roehampton | 2023/07/17 09:50 | Luke Simkiss v Ryan James Storrie | 5-7,2-6 |
| ITF M25 Roehampton | 2023/07/16 10:00 | Alexander Klintcharov v Luke Simkiss | 4-6,5-7 |
| ITF M25 Nottingham | 2023/07/12 12:45 | Jack Pinnington Jones v Luke Simkiss | 4-6,6-3,6-4 |
| ITF M25 Nottingham | 2023/07/11 14:00 | Luke Simkiss v Ali Habib | 6-1,6-2 |
| 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 M25 Roehampton | 2023/07/30 12:00 | Yujiro Onuma v Emile Hudd | 1-6,2-6 |
| ITF M25 Roehampton | 2023/07/19 12:40 | Emile Hudd v Luke Saville | 4-6,3-6 |
| ITF M25 Roehampton | 2023/07/18 13:55 | Lorenzo Lorusso v Emile Hudd | 6-7,3-6 |
| ITF M25 Roehampton | 2023/07/17 11:15 | Sean Hodkin v Emile Hudd | 6-7,1-6 |
| ITF M25 Roehampton | 2023/07/16 12:25 | Luca Pow v Emile Hudd | 4-6,4-6 |
| ITF M25 Nottingham | 2023/07/12 14:05 | Emile Hudd v Connor Thomson | 3-6,4-6 |
| ITF M25 Nottingham | 2023/07/11 14:00 | Emile Hudd v Alexis Canter | 6-0,6-4 |
| ITF M25 Nottingham | 2023/07/10 10:00 | Alexander Klintcharov v Emile Hudd | 2-6,2-6 |