Stadium: Court 5 Round: 25 Ground: Clay
| ITF M15 - Heraklion | 2023/03/23 11:05 | Aleksandre Bakshi v Stylianos Christodoulou | 6-2,6-3 |
| ITF M15 - Heraklion | 2023/03/22 15:20 | Hong Kit Wong v Stylianos Christodoulou | 1-6,6-7 |
| ITF M15 - Heraklion | 2023/03/21 08:00 | Elgin Khoeblal v Stylianos Christodoulou | 1-6,3-6 |
| ITF M15 - Heraklion | 2023/03/20 10:30 | Ignacio Martinez v Stylianos Christodoulou | 5-7,2-6 |
| ITF M15 - Heraklion | 2023/03/19 07:00 | Miko Wassermann v Stylianos Christodoulou | 1-6,1-6 |
| ITF M25 - Heraklion | 2023/03/12 07:00 | Linus Videhult v Stylianos Christodoulou | 3-6,7-6,10-8 |
| ITF M25 - Heraklion | 2022/11/22 11:45 | Stylianos Christodoulou v Filip Peliwo | 6-3,2-6,5-7 |
| ITF M25 - Heraklion | 2022/11/15 10:35 | Daniel Cukierman v Stylianos Christodoulou | 6-0,6-4 |
| ITF M15 - Antalya | 2023/04/19 12:20 | Gabriel Donev v Simon A Ivanov | 6-7,4-6 |
| ITF M15 - Antalya | 2023/04/18 07:00 | Gabriel Donev v Maik Steiner | 6-2,4-6,12-10 |
| ITF M15 - Antalya | 2023/04/17 08:45 | Gabriel Donev v Lucas Obeid | 6-2,6-0 |
| ITF M15 - Antalya | 2023/04/16 07:00 | Gabriel Donev v Dominique Graf | 6-3,6-0 |
| ITF M15 - Heraklion | 2023/03/14 07:00 | Niccolo Catini v Gabriel Donev | 6-3,6-3 |
| ITF M15 - Antalya | 2023/03/08 08:50 | Rrezart Cungu v Gabriel Donev | 6-3,7-5 |
| ITF M15 - Antalya | 2023/03/07 08:50 | Gabriel Donev v Joao Eduardo Schiessl | 6-4,7-5 |
| ITF M15 - Antalya | 2023/03/06 12:55 | Gabriel Donev v Aleksandar Mitric | 6-3,6-0 |