Stadium: Court 7 Hard Round: 25 Ground: Hardcourt outdoor
| ITF M25 Fayetteville | 2019/10/23 20:15 | Jacob Dunbar v Vasil Kirkov | 3-6,6-2,6-1 |
| ITF M25 Waco | 2019/10/16 20:10 | Vasil Kirkov v Ben Patael | 4-6,1-6 |
| ITF M25 Waco | 2019/10/15 19:25 | Eric Morris v Vasil Kirkov | 0-6,1-6 |
| ITF M25 Waco | 2019/10/14 17:00 | Alastair Gray v Vasil Kirkov | 4-6,4-6 |
| ITF M25 Waco | 2019/10/13 17:30 | Herbert Jody Maginley v Vasil Kirkov | 1-6,6-4,8-10 |
| ITF M15 Cancun | 2019/08/27 14:10 | Vasil Kirkov v Hillel Rousseau | 6-3,6-4 |
| Challenger Lexington | 2019/07/31 17:50 | Vasil Kirkov v Akira Santillan | 4-6,3-6 |
| Challenger Lexington | 2019/07/30 14:30 | Ryan Shane v Vasil Kirkov | 3-6,6-1,3-6 |
| ITF M15 Burgas | 2019/10/09 09:00 | Vasko Mladenov v Nikita Mashtakov | 4-6,7-6,6-4 |
| ITF M15 Chornomorsk | 2019/09/28 07:30 | Nikita Mashtakov v Vitaliy Sachko | 3-6,5-7 |
| ITF M15 Chornomorsk | 2019/09/27 12:15 | Oleksii Krutykh v Nikita Mashtakov | 5-7,2-6 |
| ITF M15 Chornomorsk | 2019/09/26 07:30 | Alexander Ovcharov v Nikita Mashtakov | 4-6,0-6 |
| ITF M15 Chornomorsk | 2019/09/25 11:15 | Aleksandr Braynin v Nikita Mashtakov | 3-6,7-5,3-6 |
| ITF M15 Targu Mures | 2019/09/20 08:45 | Bogdan Ionut Apostol v Nikita Mashtakov | 6-4,6-3 |
| ITF M15 Targu Mures | 2019/09/19 10:30 | Kuzey Cekirge v Nikita Mashtakov | 0-6,4-6 |
| ITF M15 Targu Mures | 2019/09/18 07:30 | Cezar Cretu v Nikita Mashtakov | 6-4,3-6,3-6 |