Stadium: Hard 4 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2019/11/20 12:20 | Aristotelis Thanos v Vasil Kirkov | 4-6,2-6 |
| ITF M15 Heraklion | 2019/11/15 08:00 | Jan Zielinski v Vasil Kirkov | 6-3,6-3 |
| ITF M15 Heraklion | 2019/11/13 08:00 | Vasil Kirkov v Petros Tsitsipas | 7-6,7-6 |
| 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 Heraklion | 2019/11/09 10:05 | Geoffrey Blancaneaux v Lucas Catarina | 6-2,6-3 |
| ITF M15 Heraklion | 2019/11/08 08:00 | Lucas Catarina v Nikita Mashtakov | 6-3,5-7,7-5 |
| ITF M15 Heraklion | 2019/11/07 10:45 | Lucas Catarina v Simon Yitbarek | 6-3,6-3 |
| ITF M15 Heraklion | 2019/11/06 12:55 | Lucas Catarina v Petros Tsitsipas | 6-2,6-4 |
| ITF M15 Opava | 2019/10/31 14:35 | Michal Konecny v Lucas Catarina | 6-3,6-2 |
| ITF M15 Opava | 2019/10/29 14:10 | Nikolas Lahky v Lucas Catarina | 2-6,1-6 |
| ITF M15 Liberec | 2019/10/23 07:55 | Petr Michnev v Lucas Catarina | 6-1,4-6,6-3 |
| ITF M15 Getafe Madrid | 2019/10/19 08:30 | Nicolas Alvarez Varona v Lucas Catarina | 6-2,6-3 |