| UTR Pro Athens | 2023/12/14 08:30 | Christos Keisidis v Stephanos Schinas | 6-4,5-3 |
| UTR Pro Athens | 2023/12/13 08:02 | Christos Keisidis v Gergely Madarasz | 2-6,4-5 |
| UTR Pro Athens | 2023/12/12 10:15 | Christos Keisidis v Peter Goldsteiner | 6-1,7-6 |
| UTR Pro Athens | 2023/12/11 07:00 | Christos Keisidis v Christos Antonopoulos | 6-2,3-6,6-6 |
| UTR Pro Dubai | 2023/11/26 05:00 | Christos Keisidis v Milan Drinic | 3-6,1-3 |
| UTR Pro Dubai | 2023/11/25 09:23 | Koray Kirci v Christos Keisidis | 6-4,3-6,1-5 |
| UTR Pro Dubai | 2023/11/23 05:00 | Christos Keisidis v Maciej Rajski | 6-7,2-6 |
| UTR Pro Dubai | 2023/11/22 05:00 | Christos Keisidis v Ivan Sodan | 6-1,6-4 |
| UTR Pro Athens | 2023/12/15 07:30 | Ioannis Kountourakis v Illya Beloborodko | 6-2,6-3 |
| UTR Pro Athens | 2023/12/13 06:00 | Ioannis Kountourakis v Lefteris Neos | 6-1,4-6,6-4 |
| UTR Pro Athens | 2023/12/12 09:17 | Ioannis Kountourakis v David Schwarc | 6-2,6-2 |
| UTR Pro Athens | 2023/12/11 10:10 | Ioannis Xilas v Ioannis Kountourakis | 6-4,6-0 |
| ITF M25 Heraklion | 2023/11/29 09:15 | Ioannis Kountourakis v Max Benaim | 5-7,3-6 |
| ITF M15 Heraklion | 2023/11/21 07:00 | Ioannis Kountourakis v Rodrigo Alujas | 6-4,3-6,5-10 |
| ITF M15 Heraklion | 2023/11/20 10:00 | Ioannis Kountourakis v Arthur Van Der Kooij | 7-6,6-3 |
| ITF M25 Heraklion | 2023/11/13 13:45 | Ioannis Kountourakis v Noah Merre | 6-7,1-6 |