Stadium: Hard 21 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/07 07:30 | Guy Den Heijer v Simon Freund | 6-2,3-6,10-5 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Guy Den Heijer v Evangelos Kypriotis | 6-1,7-5 |
| ITF M25 Heraklion | 2023/11/03 10:20 | Guy Den Heijer v Enrico Dalla Valle | 2-6,1-6 |
| ITF M25 Heraklion | 2023/11/02 08:00 | Guy Den Heijer v Marlon Vankan | 6-3,7-5 |
| ITF M25 Heraklion | 2023/11/01 12:00 | Stefanos Sakellaridis v Guy Den Heijer | 7-5,3-6,6-7 |
| ITF M25 Heraklion | 2023/10/31 07:00 | Guy Den Heijer v Joshua Charlton | 6-4,7-5 |
| ITF M25 Heraklion | 2023/10/30 09:30 | Guy Den Heijer v Gabriel Matuszewski | 6-1,6-4 |
| ITF M15 Heraklion | 2023/10/25 08:55 | Mario G Fernandez v Guy Den Heijer | 6-1,6-3 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Mattia Ricci v Rocco Piatti | 6-4,6-1 |
| ITF M25 Heraklion | 2023/11/05 11:00 | Gabriel Matuszewski v Mattia Ricci | 4-6,4-6 |
| ITF M25 Santa Margherita | 2023/10/01 08:30 | Pietro Marino v Mattia Ricci | 6-1,6-1 |
| ITF M15 Monastir | 2023/09/24 10:30 | Timothe Barthes v Mattia Ricci | 6-4,3-6,10-6 |
| ITF M25 Pozzuoli | 2023/09/11 09:00 | Filippo Mazzola v Mattia Ricci | 6-7,7-6,10-7 |
| ITF M25 Pozzuoli | 2023/09/10 07:45 | Mattia Ricci v Benito Massacri | 7-5,6-1 |
| ITF M15 Koszalin | 2023/09/03 09:00 | Alexander C Parker v Mattia Ricci | 6-2,2-6,10-7 |