Stadium: Court Tsisipas Round: 19 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2023/03/20 08:00 | Ofer Hacohen v Ioannis Xilas | 5-7,2-6 |
| ITF M15 Heraklion | 2023/03/16 07:55 | Ioannis Xilas v Orel Kimhi | 3-6,6-3,1-6 |
| ITF M15 Heraklion | 2023/03/15 12:20 | Ioannis Xilas v Gabriele Maria Noce | 7-5,6-1 |
| ITF M15 Monastir | 2023/02/27 13:30 | Ioannis Xilas v Hikaru Shiraishi | 1-6,4-6 |
| ITF M15 Monastir | 2023/02/27 09:15 | Omar Knani v Ioannis Xilas | 1-6,3-6 |
| ITF M15 Monastir | 2023/02/26 08:00 | Nikolas Moceanu v Ioannis Xilas | 2-6,3-6 |
| ITF M25 Monastir | 2023/02/22 11:05 | Ioannis Xilas v Moez Echargui | 2-6,6-2,3-6 |
| ITF M25 Monastir | 2023/02/20 13:30 | Ioannis Xilas v Uladzislau Zhuk | 6-1,6-3 |
| ITF M15 Heraklion | 2023/03/20 08:00 | James Beaven v Jonathan Baron | 6-4,3-6,3-10 |
| ITF M15 Heraklion | 2023/03/15 09:50 | Markos Kalovelonis v Jonathan Baron | 6-4,5-7,6-2 |
| ITF M25 Heraklion | 2023/03/14 07:00 | Preston Brown v Jonathan Baron | 6-4,0-6,8-10 |
| ITF M25 Heraklion | 2023/03/13 08:00 | Evangelos Kypriotis v Jonathan Baron | 2-6,4-6 |
| ITF M25 Heraklion | 2023/03/12 07:00 | Tom Sorin v Jonathan Baron | 7-5,0-6,6-10 |
| ITF M25 Manacor | 2023/01/24 12:50 | Jonathan Baron v Daniil Sarksian | 4-6,0-6 |
| ITF M25 Manacor | 2023/01/23 13:00 | Jonathan Baron v Przemyslaw Michocki | 6-4,6-4 |
| ITF M25 Manacor | 2023/01/22 12:00 | Jonathan Baron v Ivan Kazakov | 6-4,7-5 |