Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| ITF M25 Roehampton | 2024/08/09 11:15 | Luke Simkiss v Sascha Gueymard Wayenburg | 6-7,0-6 |
| ITF M25 Roehampton | 2024/08/08 11:00 | Luke Simkiss v Alexander Maggs | 6-2,6-0 |
| ITF M25 Roehampton | 2024/08/06 15:50 | Jules Marie v Luke Simkiss | 5-7,3-6 |
| ITF M25 Roehampton | 2024/08/02 13:55 | Luke Simkiss v Alec Deckers | 4-6,4-6 |
| ITF M25 Roehampton | 2024/08/01 14:50 | Alastair Gray v Luke Simkiss | 4-6,6-3,3-6 |
| ITF M25 Roehampton | 2024/07/30 08:50 | James Story v Luke Simkiss | 4-6,6-7 |
| ITF M25 Nottingham | 2024/07/16 16:30 | Luke Simkiss v Murphy Cassone | 3-6,1-6 |
| ITF M25 Nottingham | 2024/07/09 10:45 | Luke Simkiss v James McCabe | 4-6,5-7 |
| ITF M25 Roehampton | 2024/08/07 13:20 | Henry Searle v Johannus Monday | 6-3,6-7,3-6 |
| Challenger Porto | 2024/07/30 14:40 | Alex Martinez v Henry Searle | 7-6,5-7,6-3 |
| Challenger Porto | 2024/07/29 12:25 | Jie Cui v Henry Searle | 4-6,6-7 |
| Challenger Porto | 2024/07/28 16:30 | Henry Searle v Marek Gengel | 6-1,6-4 |
| Challenger Segovia | 2024/07/21 08:00 | Henry Searle v Yaroslav Demin | 5-7,6-1,3-6 |
| Wimbledon | 2024/07/02 16:10 | Henry Searle v Marcos Giron | 6-3,3-6,4-6,4-6 |
| ATP Eastbourne | 2024/06/25 15:20 | Henry Searle v Lorenzo Sonego | 3-6,2-6 |
| ATP Eastbourne | 2024/06/23 13:30 | Henry Searle v Max Purcell | 6-7,4-6 |