| UTR Pro Tennis Series Pazardzhik | 2021/07/17 07:00 | Kirkov, Vasil v Adriano Dzhenev | 6-3,6-2 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/16 06:00 | Kirkov, Vasil v Yanaki Milev | 6-1,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/14 07:30 | Kirkov, Vasil v Aleksandr Braynin | 7-5,5-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/13 10:30 | Kirkov, Vasil v Gorazd Srbljak | 2-6,6-3,1-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/12 06:00 | Vladimir Popov v Kirkov, Vasil | 2-6,4-6 |
| ITF M15 Sofia | 2021/07/06 11:05 | Francisco Comesana v Kirkov, Vasil | 6-3,6-2 |
| ITF M15 Champaign | 2021/06/23 19:10 | Kirkov, Vasil v Seelig, Kyle | 6-4,3-6,6-7 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/15 14:00 | Kirkov, Vasil v Shabaz, Michael | 3-6,6-1,7-10 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 09:00 | Prodanov, Denislav v Valentin Vanta | 2-6,3-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/16 10:30 | Dzhavakian, Yurii v Valentin Vanta | 5-7,3-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 06:00 | Petr Nesterov v Valentin Vanta | 6-2,6-3 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/14 09:00 | Arthus De La Bassetiere v Valentin Vanta | 3-6,1-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/12 10:30 | Lazov, Alexander v Valentin Vanta | 7-6,2-6,4-6 |
| ITF M15 Sofia | 2021/07/04 06:30 | Matteo De Vincentis v Valentin Vanta | 6-4,6-0 |
| ITF M25 Belgrade | 2021/06/27 09:00 | Valentin Vanta v Aleksa Mardjonovic | 5-7,3-6 |
| UTR Pro Tennis Series Bucharest | 2021/06/06 06:00 | Yanais Laurent v Valentin Vanta | 2-6,1-5 |