Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Santa Margherita | 2023/10/24 08:30 | Gian M Di Natale v Pietro Marino | 4-6,6-3,6-1 |
| ITF M25 Santa Margherita | 2023/10/23 08:00 | Pietro Marino v Filippo Giovannini | 6-4,6-2 |
| ITF M25 Santa Margherita | 2023/10/17 10:05 | Pietro Marino v Daniel Michalski | 7-6,3-6,4-6 |
| ITF M25 Santa Margherita | 2023/10/16 07:55 | Pietro Marino v Nicola Rispoli | 3-6,6-1,10-3 |
| ITF M25 Santa Margherita | 2023/10/09 08:00 | Pietro Marino v Giovanni Calvano | 4-6,0-6 |
| ITF M25 Santa Margherita | 2023/10/03 12:00 | Federico Iannaccone v Pietro Marino | 6-3,6-0 |
| ITF M25 Santa Margherita | 2023/10/02 08:00 | Pietro Marino v Vito Dell'Elba | 7-5,6-4 |
| ITF M25 Santa Margherita | 2023/10/01 08:30 | Pietro Marino v Mattia Ricci | 6-1,6-1 |
| ITF M15 Monastir | 2023/11/01 08:00 | Diego F Flores v Olaf Pieczkowski | 4-6,6-2,2-6 |
| ITF M25 Tavira | 2023/10/18 13:40 | Diego F Flores v Tiago Pereira | 4-6,6-3,2-6 |
| ITF M25 Tavira | 2023/10/17 10:30 | Diego F Flores v Simon Freund | 6-1,6-4 |
| 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 |