Stadium: Center Court Round: 62 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/27 08:00 | Evangelos Kypriotis v Patric Prinoth | 6-4,6-3 |
| ITF M15 Heraklion | 2023/11/20 12:00 | Sasa Markovic v Evangelos Kypriotis | 6-2,6-1 |
| ITF M15 Heraklion | 2023/11/20 07:00 | Evangelos Kypriotis v Maximo Nagele | 6-2,6-3 |
| ITF M25 Heraklion | 2023/11/13 08:30 | James Davis v Evangelos Kypriotis | 6-2,6-2 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Guy Den Heijer v Evangelos Kypriotis | 6-1,7-5 |
| ITF M25 Heraklion | 2023/11/05 07:00 | Evangelos Kypriotis v Jacques-Kai Inoue | 6-4,6-1 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Benjamin Pietri v Evangelos Kypriotis | 6-1,6-4 |
| ITF M25 Heraklion | 2023/10/29 07:00 | Evangelos Kypriotis v Qing Lihao | 6-0,6-2 |
| ITF M15 Heraklion | 2023/11/19 11:15 | Benoit Torcq v Michalis Sakellaridis | 7-6,6-1 |
| ITF M25 Heraklion | 2023/11/12 10:30 | Michalis Sakellaridis v Philip Hjorth | 3-6,0-6 |
| ITF M25 Heraklion | 2023/11/05 07:00 | Michalis Sakellaridis v Dominique Graf | 3-6,7-6,4-10 |
| ITF M25 Heraklion | 2023/11/01 08:30 | Michalis Sakellaridis v Ronetto Van Tilburg | 0-6,1-6 |
| ITF M15 Heraklion | 2023/10/25 08:50 | Michalis Sakellaridis v Alexandros Skorilas | 2-6,1-6 |
| ITF M15 Heraklion | 2023/10/17 06:30 | Kenneth Raisma v Michalis Sakellaridis | 6-2,6-2 |
| ITF M15 Heraklion | 2023/10/16 07:00 | William Norton v Michalis Sakellaridis | 7-6,5-7,7-10 |
| ITF M25 Rodez | 2023/10/09 16:45 | Simon Reveniau v Michalis Sakellaridis | 6-2,6-1 |