Stadium: Court 17 Round: 25 Ground: Clay
| Challenger Helsinki | 2023/11/06 16:35 | Alexandre Muller v Eero Vasa | 6-4,6-3 |
| ITF M15 Heraklion | 2023/10/23 07:30 | Eero Vasa v Graham Maassen | 4-6,6-3,7-10 |
| ITF M25 Tavira | 2023/10/18 10:50 | Clement Tabur v Eero Vasa | 1-6,6-3,6-4 |
| ITF M25 Tavira | 2023/10/17 12:20 | Eero Vasa v Patrick Schoen | 1-6,7-5,11-9 |
| ITF M25 Tavira | 2023/10/16 08:30 | Eero Vasa v Guilherme Valdoleiros | 6-4,6-2 |
| ITF M25 Tavira | 2023/10/09 09:00 | Eero Vasa v Diogo Marques | 6-7,4-6 |
| Challenger Charleston | 2023/09/24 17:15 | Eero Vasa v Elmer Moller | 5-7,7-6,4-6 |
| Challenger Seville | 2023/09/04 13:20 | Eero Vasa v Miguel Damas | 4-6,6-0,5-7 |
| ITF M25 Vale Do Lobo | 2023/11/21 13:25 | Luke Simkiss v Joao Domingues | 0-6,4-6 |
| ITF M25 Sunderland | 2023/10/31 11:50 | Alec Deckers v Luke Simkiss | 4-6,7-6,7-6 |
| ITF M25 Edgbaston | 2023/10/17 11:00 | Luke Simkiss v Tiran Sanghera | 6-7,3-6 |
| ITF M25 Tavira | 2023/10/12 11:40 | Valentin Royer v Luke Simkiss | 6-2,6-3 |
| ITF M25 Tavira | 2023/10/11 11:55 | Luke Simkiss v Philip Hjorth | 3-6,6-2,6-1 |
| 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 |