Stadium: Court 2 Hard Round: 27 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2019/11/20 12:20 | Aristotelis Thanos v Kirkov, Vasil | 4-6,2-6 |
| ITF - M15 Héraklion | 2019/11/15 08:00 | Zielinski, Jan v Kirkov, Vasil | 6-3,6-3 |
| ITF - M15 Héraklion | 2019/11/13 08:00 | Kirkov, Vasil v Petros Tsitsipas | 7-6,7-6 |
| Fayetteville, AR, Singles Qualifying, M-ITF-USA-31 | 2019/10/23 20:15 | Dunbar, Jacob v Kirkov, Vasil | 3-6,6-2,6-1 |
| Waco, Singles M-ITF-USA-41A | 2019/10/16 20:10 | Kirkov, Vasil v Patael, Ben | 4-6,1-6 |
| Waco, Singles M-ITF-USA-41A | 2019/10/15 19:25 | Morris, Eric v Kirkov, Vasil | 0-6,1-6 |
| Waco, Singles M-ITF-USA-41A | 2019/10/14 17:00 | Alastair Gray v Kirkov, Vasil | 4-6,4-6 |
| Waco, Singles M-ITF-USA-41A | 2019/10/13 17:30 | Maginley, J. v Kirkov, Vasil | 1-6,6-4,8-10 |
| ITF - M15 Héraklion | 2019/11/21 08:00 | Hampel, Lenny v Alexandar Lazarov | 6-4,7-5 |
| ITF - M15 Héraklion | 2019/11/20 12:10 | Dimitrov, Martin v Hampel, Lenny | 1-6,1-6 |
| ITF - M15 Héraklion | 2019/11/14 09:00 | Yshai Oliel v Hampel, Lenny | 6-1,2-6,6-2 |
| ITF - M15 Héraklion | 2019/11/07 09:00 | Erler, Alexander v Hampel, Lenny | 6-3,6-4 |
| ITF - M15 Héraklion | 2019/11/06 12:55 | Ivanov, Simon Anthony v Hampel, Lenny | 6-7,0-6 |
| ITF M15 Cairo | 2019/09/27 08:00 | Roncalli, Simone v Hampel, Lenny | 6-2,6-4 |
| ITF M15 Cairo | 2019/09/26 08:00 | Hampel, Lenny v Alexander Weis | 7-5,6-4 |
| ITF M15 Cairo | 2019/09/25 08:00 | Hampel, Lenny v Nabatchikov, Daniil | 6-0,6-0 |