| ITF M25 Tbilisi | 2023/04/30 06:30 | Aliaksandr Liaonenka v Sergo Sikharulidze | 6-3,6-3 |
| ITF M25 Tbilisi | 2023/04/26 06:00 | Sergo Sikharulidze v Kirill Kivattsev | 2-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/04/04 10:05 | Alexander Pundel v Sergo Sikharulidze | 3-6,7-6,10-4 |
| ITF M15 Sharm El Sheikh | 2023/04/03 08:30 | Sergo Sikharulidze v Gabriel Schenekenberg | 6-3,6-1 |
| ITF M15 Sharm El Sheikh | 2023/03/27 08:30 | Dmitrii Vasilev v Sergo Sikharulidze | 6-1,6-7,10-4 |
| ITF M15 Sharm El Sheikh | 2023/03/20 08:00 | Yurii Dzhavakian v Sergo Sikharulidze | 6-3,2-6,10-6 |
| ITF M15 Sharm El Sheikh | 2023/03/19 10:30 | Vasilios Caripi v Sergo Sikharulidze | 3-6,7-6,6-10 |
| ITF M15 Sharm El Sheikh | 2023/03/12 14:00 | Sergo Sikharulidze v Lorenzo Bresciani | 2-6,6-2,6-10 |
| UTR Pro Tennis Series Sofia | 2021/09/02 13:45 | Mihael Mihaylov v Milen Ianakiev | 6-4,3-6,5-2 |
| UTR Pro Tennis Series Sofia | 2021/09/01 09:30 | Milen Ianakiev v Julien De Cuyper | 6-3,5-1 |
| UTR Pro Tennis Series Sofia | 2021/08/31 09:30 | Milen Ianakiev v Alexander Lazov | 6-7,2-6 |
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | Milen Ianakiev v Yurii Dzhavakian | 4-6,2-6 |
| ITF M15 Doha | 2020/03/12 13:55 | Milen Ianakiev v Marat Deviatiarov | 2-6,0-6 |
| ITF M15 Doha | 2020/03/11 13:05 | Milen Ianakiev v Rashed Nawaf | 3-6,6-1,6-2 |
| ITF M15 Doha | 2020/03/10 12:00 | Milen Ianakiev v Mohammed Abdulla | 6-2,6-2 |
| ITF M15 Heraklion | 2019/12/08 10:00 | Milen Ianakiev v Sizya Ernest Kivanda | 2-6,6-2,8-10 |