Stadium: Court 14 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Irákleio | 2023/10/24 06:30 | Guy Den Heijer v Joshua Charlton | 7-6,7-5 |
| ITF M25 Heraklion | 2023/10/30 09:30 | Guy Den Heijer v Gabriel Matuszewski | 6-1,6-4 |
| ITF M15 Irákleio | 2023/10/25 08:55 | Mario G Fernandez v Guy Den Heijer | 6-1,6-3 |
| ITF M15 Irákleio | 2023/10/24 06:30 | Guy Den Heijer v Joshua Charlton | 7-6,7-5 |
| ITF M15 Irákleio | 2023/10/23 10:30 | Guy Den Heijer v Vojtech Mares | 5-7,7-6,10-6 |
| ITF M15 Irákleio | 2023/10/19 08:45 | Guy Den Heijer v Gabriel Decamps | 2-6,4-6 |
| ITF M25 Santa Margherita | 2023/09/25 08:00 | Niels Visker v Guy Den Heijer | 5-7,6-4,11-9 |
| ITF M25 Santa Margherita | 2023/09/24 08:00 | Niccolo Ciavarella v Guy Den Heijer | 6-2,3-6,7-10 |
| ITF M25 Santa Margherita | 2023/09/18 08:30 | Guy Den Heijer v Toby Martin | 5-7,6-3,7-10 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Alessandro Spadola v Joshua Charlton | 4-6,5-7 |
| ITF M15 Irákleio | 2023/10/24 06:30 | Guy Den Heijer v Joshua Charlton | 7-6,7-5 |
| ITF M15 Irákleio | 2023/10/23 07:30 | Ki Lung NG v Joshua Charlton | 0-6,0-6 |
| ITF M25 Darwin | 2023/09/21 05:30 | Joshua Charlton v Blake Mott | 1-6,2-6 |
| ITF M25 Darwin | 2023/09/20 08:00 | Jesse Delaney v Joshua Charlton | 6-4,3-6,6-7 |
| ITF M25 Darwin | 2023/09/19 05:30 | Joshua Charlton v Lleyton Richards | 6-1,6-1 |
| ITF M25 Darwin | 2023/09/18 05:30 | Joshua Charlton v Timmy Karpinski | 4-6,7-6,10-8 |
| ITF M25 Darwin | 2023/09/13 08:20 | Moerani Bouzige v Joshua Charlton | 6-2,6-2 |