Stadium: Hard Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/08 13:40 | Markos Kalovelonis v Christos Antonopoulos | 6-2,7-6 |
| ITF M25 Heraklion | 2023/10/30 11:00 | Lior Goldenberg v Christos Antonopoulos | 7-6,6-1 |
| ITF M25 Heraklion | 2023/10/29 11:00 | Louis Van Herck v Christos Antonopoulos | 5-7,0-6 |
| ITF M15 Heraklion | 2023/10/22 08:30 | Christos Antonopoulos v Hamid Reza Nadaf | 5-7,3-6 |
| UTR Pro Sofia | 2023/09/10 05:00 | Tadija Radovanovic v Christos Antonopoulos | 6-4,4-6,0-6 |
| UTR Pro Sofia | 2023/09/09 05:00 | Christos Antonopoulos v Aniss Rafiq | 6-2,7-5 |
| UTR Pro Sofia | 2023/09/08 06:30 | Christos Antonopoulos v Petr Nesterov | 6-7,4-6 |
| UTR Pro Sofia | 2023/09/07 05:00 | Christos Antonopoulos v Enrique Bogo | 3-6,2-6 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Graham Maassen v Simon Freund | 4-6,2-6 |
| ITF M25 Heraklion | 2023/11/05 07:00 | Graham Maassen v Mihail Ivanov | 6-2,6-4 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Yan Sabanin v Graham Maassen | 6-4,6-4 |
| ITF M25 Heraklion | 2023/10/29 09:00 | Glauco Pinheiro Da Cruz Junior v Graham Maassen | 6-2,2-6,12-14 |
| ITF M15 Heraklion | 2023/10/25 08:10 | Adam Heinonen v Graham Maassen | 6-4,6-3 |
| ITF M15 Heraklion | 2023/10/24 06:30 | Graham Maassen v Alessandro Spadola | 6-4,6-2 |
| ITF M15 Heraklion | 2023/10/23 07:30 | Eero Vasa v Graham Maassen | 4-6,6-3,7-10 |
| ITF M15 Heraklion | 2023/10/16 06:30 | Graham Maassen v Ki Lung NG | 2-6,4-6 |