Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Madrid | 2023/09/12 12:55 | Nikolay Nedelchev v Luke Simkiss | 6-3,4-6,7-5 |
| ITF M25 Aldershot | 2023/08/15 09:00 | Luke Simkiss v Ryan James Storrie | 1-6,4-6 |
| ITF M25 Roehampton | 2023/08/09 09:30 | Charles Broom v Luke Simkiss | 6-3,6-3 |
| ITF M25 Roehampton | 2023/08/05 09:30 | Luke Simkiss v George Loffhagen | 2-6,2-6 |
| ITF M25 Roehampton | 2023/08/04 11:00 | Dan Added v Luke Simkiss | 4-6,6-1,3-6 |
| ITF M25 Roehampton | 2023/08/03 11:05 | Luke Simkiss v Joshua Goodger | 5-7,6-4,6-3 |
| ITF M25 Roehampton | 2023/08/02 13:00 | Corey Gaal v Luke Simkiss | 5-7,4-6 |
| ITF M25 Roehampton | 2023/08/01 11:55 | William Jansen v Luke Simkiss | 3-6,6-1,5-7 |
| ITF M25 Tavira | 2023/10/10 08:30 | Pijus Vaitiekunas v Philip Hjorth | 0-6,1-6 |
| ITF M25 Tavira | 2023/10/09 11:30 | Daniel Batista v Philip Hjorth | 3-6,2-6 |
| ITF M25 Tavira | 2023/10/08 09:00 | Tomas Almeida v Philip Hjorth | 2-6,0-6 |
| ITF M25 Sintra | 2023/09/14 10:35 | Philip Hjorth v Jaime Faria | 3-6,3-6 |
| ITF M25 Sintra | 2023/09/13 15:55 | Noah Schachter v Philip Hjorth | 4-6,4-6 |
| ITF M25 Sintra | 2023/09/12 11:05 | Ewan Moore v Philip Hjorth | 6-4,2-6,5-10 |
| ITF M25 Sintra | 2023/09/10 16:30 | Philip Hjorth v Joan Busoms Puig | 6-4,6-4 |
| ITF M25 Sintra | 2023/09/06 08:30 | Philip Hjorth v Joao Antonio | 7-5,3-6,7-10 |