Stadium: Hard 20 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Heraklion | 2023/11/07 07:30 | Stylianos Christodoulou v Federico Marchetti | 6-4,6-2 |
| ITF M25 Heraklion | 2023/11/06 07:00 | Stylianos Christodoulou v William Norton | 6-1,6-3 |
| ITF M25 Heraklion | 2023/10/31 07:00 | Stylianos Christodoulou v Ronetto Van Tilburg | 4-6,4-6 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Stylianos Christodoulou v Jacques-Kai Inoue | 6-3,6-1 |
| ITF M15 Heraklion | 2023/10/25 06:30 | Stuart Parker v Stylianos Christodoulou | 7-5,7-5 |
| ITF M15 Heraklion | 2023/10/24 06:30 | Stylianos Christodoulou v David Quayle | 6-4,2-6,10-8 |
| ITF M15 Heraklion | 2023/10/23 06:30 | Stylianos Christodoulou v Ronetto Van Tilburg | 2-6,6-4,11-9 |
| ITF M15 Sharm El Sheikh | 2023/10/05 09:00 | Stylianos Christodoulou v Jacob Bradshaw | 6-4,4-6,4-6 |
| ITF M25 Heraklion | 2023/11/07 10:15 | Daniele Rapagnetta v Ioannis Kountourakis | 6-4,7-5 |
| ITF M25 Heraklion | 2023/11/01 11:35 | Daniele Rapagnetta v Sebastian Gima | 4-6,4-6 |
| ITF M25 Heraklion | 2023/10/31 09:10 | Daniele Rapagnetta v Piotr Kusiewicz | 6-2,6-4 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Daniele Rapagnetta v Dorian Kos | 6-4,1-6,10-6 |
| ITF M15 Heraklion | 2023/10/23 06:30 | Pavlos Tsitsipas v Daniele Rapagnetta | 7-5,6-3 |
| ITF M15 Monastir | 2023/09/28 08:30 | Daniele Rapagnetta v Peter Benjamin Privara | 5-7,2-6 |
| ITF M15 Monastir | 2023/09/27 08:30 | Daniele Rapagnetta v Demetris Azoides | 7-6,6-7,6-4 |
| ITF M15 Monastir | 2023/09/25 13:30 | Daniele Rapagnetta v Paul Werren | 6-4,2-6,13-11 |