Stadium: Center Court Round: 62 Ground: Hardcourt outdoor
| 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 |
| ITF M15 - Monastir | 2023/09/24 10:30 | Daniele Rapagnetta v Josh Roe Flannelly | 6-1,6-2 |
| ITF M25 - Heraklion | 2023/11/05 11:00 | Kevin Edengren v Ioannis Kountourakis | 2-6,6-7 |
| ITF M25 - Heraklion | 2023/11/01 10:10 | Ioannis Kountourakis v Enrico Dalla Valle | 4-6,1-6 |
| ITF M15 - Heraklion | 2023/10/25 06:30 | Guy Den Ouden v Ioannis Kountourakis | 7-5,6-4 |
| ITF M15 - Heraklion | 2023/10/19 06:30 | Ioannis Kountourakis v Sidane Pontjodikromo | 4-6,6-2,2-6 |
| ITF M15 - Heraklion | 2023/10/18 08:10 | Ki Lung NG v Ioannis Kountourakis | 3-6,3-6 |
| ITF M15 - Heraklion | 2023/10/17 06:30 | Ioannis Kountourakis v Gabriel Matuszewski | 6-3,6-0 |
| ITF M15 - Heraklion | 2023/10/16 09:00 | Ioannis Kountourakis v Piotr Siekanowicz | 6-3,6-0 |
| ITF M15 - Kursumlijska Banja | 2023/09/21 12:30 | Ioannis Kountourakis v Stefan Popovic | 2-6,4-6 |