| 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 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/14 15:00 | Kirkov, Vasil v Smith, Errol | 6-4,6-4 |
| ITF - M15 Héraklion | 2020/11/26 07:30 | Patten, Henry v Kirkov, Vasil | 6-4,6-1 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 09:00 | Gorazd Srbljak v Yanaki Milev | 6-3,6-2 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/13 10:30 | Vladimir Popov v Yanaki Milev | 4-6,6-4,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/12 06:00 | Yanaki Milev v Aleksandr Braynin | 7-6,4-6,4-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/10 10:30 | Lescure, Mick v Yanaki Milev | 4-6,6-3,5-3 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/09 10:30 | Yanaki Milev v Milushev, Plamen | 6-3,6-7,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/08 08:30 | Yanaki Milev v Joncour, Ronan | 5-7,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/07 09:30 | de La Bassetiere, Constant v Yanaki Milev | 6-4,6-7,6-3 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/06 08:30 | Gabriel Donev v Yanaki Milev | 6-2,5-1 |