Stadium: Court 2 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Tavira | 2023/10/16 08:30 | Diego F Flores v Dominique Graf | 7-6,6-0 |
| ITF M25 Tavira | 2023/10/12 11:35 | Jaime Faria v Diego F Flores | 6-4,7-5 |
| ITF M25 Tavira | 2023/10/11 08:30 | Diego F Flores v Kuzey Cekirge | 3-6,6-4,6-1 |
| ITF M25 Nevers | 2023/10/04 09:30 | Diego F Flores v Tom Paris | 0-6,4-6 |
| ITF M25 Sintra | 2023/09/06 10:50 | Diego F Flores v Peter Sychev | 6-3,6-1 |
| ITF M15 Monastir | 2023/08/17 08:30 | Etienne Donnet v Diego F Flores | 3-6,7-5,6-4 |
| ITF M15 Monastir | 2023/08/16 08:30 | Diego F Flores v Dev Javia | 6-1,6-3 |
| ITF M15 Monastir | 2023/08/09 11:00 | Gianluca Cadenasso v Diego F Flores | 2-6,6-4,5-7 |
| ITF M25 Tavira | 2023/10/16 08:30 | Simon Freund v Tomas Vaise | 6-3,6-2 |
| ITF M25 Tavira | 2023/10/15 09:00 | Jasin Jakupi v Simon Freund | 2-6,1-6 |
| ITF M25 Tavira | 2023/10/12 09:00 | Aleksandr Braynin v Simon Freund | 6-4,6-4 |
| ITF M25 Tavira | 2023/10/11 08:30 | Simon Freund v Diogo Marques | 6-3,7-6 |
| ITF M25 Tavira | 2023/10/10 08:30 | Alexis Boureau v Simon Freund | 3-6,1-6 |
| ITF M25 Tavira | 2023/10/09 09:00 | Tiago Boschmans v Simon Freund | 0-6,1-6 |
| ITF M25 Tavira | 2023/10/08 11:30 | Rafael Giotis v Simon Freund | 3-6,5-7 |
| ITF M25 Falun | 2023/09/25 07:55 | Jonas Trinker v Simon Freund | 5-7,6-1,10-2 |