| Battle of Bradenton | 2020/06/11 15:30 | Sebastian Korda v Vasil Kirkov | 6-4,7-6 |
| US Pro Tennis Series East Coast | 2020/06/07 23:40 | Nicolas Mejia v Vasil Kirkov | 5-7,4-6 |
| US Pro Tennis Series East Coast | 2020/06/07 17:45 | Vasil Kirkov v Blu Baker | 7-6,5-4 |
| US Pro Tennis Series East Coast | 2020/06/05 21:30 | Vasil Kirkov v Strong Kirchheimer | 3-6,2-3 |
| US Pro Tennis Series East Coast | 2020/06/04 14:00 | Mischa Zverev v Vasil Kirkov | 6-7,5-7 |
| ITF - M15 - Heraklion | 2020/03/12 10:15 | Petr Michnev v Vasil Kirkov | 3-6,1-6 |
| ITF - M15 - Heraklion | 2020/03/06 10:30 | Vasil Kirkov v Filip Cristian Jianu | 0-6,3-6 |
| ITF - M15 - Heraklion | 2020/03/05 09:45 | Vasil Kirkov v Matvey Khomentovskiy | 6-3,6-0 |
| Battle of Bradenton | 2020/06/11 13:00 | Paolo Lorenzi v Juncheng Shang | 0-0 |