Ground: Hardcourt outdoor
| UTR Pro Glifada | 2025/06/08 09:00 | Ioannis Xilas v John H Lithen | 6-7,5-7 |
| UTR Pro Glifada | 2025/06/07 09:05 | Ioannis Xilas v Roman Postolka | 7-6,6-1 |
| UTR Pro Glifada | 2025/06/06 12:20 | Ioannis Xilas v Vladimir Holban | 6-2,6-1 |
| UTR Pro Glifada | 2025/06/05 08:15 | Ioannis Xilas v Andreas Loizas | 7-6,6-1 |
| UTR Pro Glifada | 2025/06/04 09:55 | Christos Antonopoulos v Ioannis Xilas | 1-6,3-6 |
| UTR Pro Glifada | 2025/06/03 06:00 | Nikola Keremedchiev v Ioannis Xilas | 0-6,2-6 |
| ITF M25 Heraklion | 2025/05/29 11:03 | Aristotelis Thanos v Ioannis Xilas | 3-6,6-0,6-4 |
| ITF M25 Heraklion | 2025/05/28 09:27 | Constantinos Djakouris v Ioannis Xilas | 1-6,0-6 |
| Challenger Chisinau | 2025/05/29 09:50 | Ilia Simakin v Philip Henning | 6-4,6-1 |
| Challenger Chisinau | 2025/05/28 07:00 | Philip Henning v Daniil Glinka | 2-6,7-6,7-5 |
| Challenger Tbilisi | 2025/05/19 11:10 | Johannus Monday v Philip Henning | 6-4,3-6,7-5 |
| ITF M25 Tbilisi | 2025/05/14 07:00 | Philip Henning v Petr Bar Biryukov | 3-6,4-6 |
| ITF M25 Tbilisi | 2025/05/12 10:17 | Sergey Fomin v Philip Henning | 3-6,0-6 |
| ITF M25 Nottingham | 2025/05/07 09:00 | Philip Henning v Luke Hooper | 6-7,4-6 |
| ITF M25 Nottingham | 2025/05/02 09:00 | Justin Boulais v Philip Henning | 7-5,5-7,7-6 |
| ITF M25 Nottingham | 2025/05/01 09:00 | Harry Wendelken v Philip Henning | 3-6,2-5 |