Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M25 - Heraklion | 2023/11/12 13:00 | Sergis Kyratzis v Thomas Kostka | 7-6,6-2 |
| ITF M25 - Heraklion | 2023/11/08 14:15 | Sergis Kyratzis v Sasa Markovic | 4-6,3-6 |
| ITF M25 - Heraklion | 2023/11/07 07:30 | Sergis Kyratzis v Dimitris Sakellaridis | 4-6,6-4,10-4 |
| ITF M25 - Heraklion | 2023/11/06 09:00 | Sergis Kyratzis v Glauco Pinheiro Da Cruz Junior | 6-1,6-1 |
| ITF M15 - Sofia | 2023/07/06 09:35 | Marvin Moeller v Sergis Kyratzis | 6-3,6-1 |
| ITF M15 - Sofia | 2023/07/03 14:30 | Sergis Kyratzis v Alessandro Ingarao | 3-6,0-6 |
| ITF M15 - Sofia | 2023/07/03 09:30 | Sergis Kyratzis v Simeon Latinchev | 6-2,6-4 |
| ITF M15 - Alaminos-Larnaca | 2023/05/12 08:00 | Sergis Kyratzis v Sebastian Prechtel | 4-6,2-6 |
| ITF M15 - Limassol | 2023/11/20 10:30 | Jack Karlsson Winstrand v Dean Thurner | 6-0,7-6 |
| ITF M25 - Dharwad | 2023/10/16 07:00 | Jack Karlsson Winstrand v Enrico Giacomini | 4-6,6-1,6-10 |
| ITF M25 - Dharwad | 2023/10/15 06:30 | Jack Karlsson Winstrand v Dheeraj Kodancha Srinivasan | 6-2,6-3 |
| ITF M15 - Ahmedabad | 2023/10/09 04:30 | Jack Karlsson Winstrand v Shivank Bhatnagar | 4-6,7-6,8-10 |
| ITF M15 - Ahmedabad | 2023/10/08 04:30 | Jack Karlsson Winstrand v Tarun Karra | 7-5,7-5 |
| ITF M25 - Falun | 2023/09/26 13:55 | Jack Karlsson Winstrand v Karl Friberg | 3-6,6-7 |
| ITF M25 - Falun | 2023/09/25 08:00 | Adam Heinonen v Jack Karlsson Winstrand | 6-1,6-3 |
| ITF M25 - Falun | 2023/09/24 08:00 | Samuel Rovai v Jack Karlsson Winstrand | 6-7,2-6 |