Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| ITF M25 - Heraklion | 2023/11/04 08:00 | Enrico Dalla Valle v Guy Den Ouden | 3-6,2-6 |
| 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 | Peter Heller v Enrico Dalla Valle | 3-6,3-6 |
| ITF M25 - Heraklion | 2023/11/01 10:10 | Ioannis Kountourakis v Enrico Dalla Valle | 4-6,1-6 |
| Challenger - Ortisei | 2023/10/27 12:55 | Enrico Dalla Valle v Lukas Klein | 3-6,2-6 |
| Challenger - Ortisei | 2023/10/26 14:10 | Abedallah Shelbayh v Enrico Dalla Valle | 6-4,3-6,4-6 |
| Challenger - Ortisei | 2023/10/25 10:00 | Yaroslav Demin v Enrico Dalla Valle | 6-7,4-6 |
| Challenger - Lissabon | 2023/10/03 15:45 | Enrico Dalla Valle v Flavio Cobolli | 4-6,7-5,0-6 |
| ITF M25 - Heraklion | 2023/11/01 08:35 | Vladyslav Orlov v Dax Donders | 6-1,6-4 |
| ITF M25 - Heraklion | 2023/10/31 07:00 | Dax Donders v Ki Lung NG | 6-2,6-2 |
| ITF M25 - Heraklion | 2023/10/30 09:30 | Dax Donders v Dario Drebenstedt | 6-1,6-2 |
| ITF M15 - Heraklion | 2023/10/25 06:30 | Valentin Royer v Dax Donders | 6-3,6-4 |
| ITF M15 - Heraklion | 2023/10/24 06:30 | Dax Donders v Louis Dussin | 5-7,4-6 |
| ITF M15 - Heraklion | 2023/10/23 09:00 | Dax Donders v Hamid Reza Nadaf | 7-6,6-2 |
| ITF M15 - Heraklion | 2023/10/19 08:45 | Dax Donders v Guy Den Ouden | 6-7,5-7 |
| ITF M15 - Heraklion | 2023/10/17 09:00 | Stefanos Sakellaridis v Dax Donders | 4-6,1-6 |