Stadium: Court 3 Round: 27 Ground: Clay
| ITF M15 Orlando | 2019/06/20 13:00 | Keenan Mayo v Vasil Kirkov | 3-6,3-6 |
| ITF M15 Orlando | 2019/06/18 14:00 | Ishaan Ravichander v Vasil Kirkov | 2-6,0-6 |
| ITF M15 Champaign | 2019/06/05 21:30 | Vasil Kirkov v Nathan Ponwith | 2-6,6-4,4-6 |
| ITF M15 Heraklion | 2019/05/30 07:00 | Emil Ruusuvuori v Vasil Kirkov | 6-0,3-6,6-4 |
| ITF M15 Heraklion | 2019/05/28 09:00 | Vasil Kirkov v Jean Thirouin | 5-7,6-3,6-3 |
| ITF M15 Heraklion | 2019/05/21 07:00 | Vasil Kirkov v Peter Bothwell | 6-7,7-6,6-7 |
| ITF M15 Sozopol | 2019/05/10 07:00 | Altug Celikbilek v Vasil Kirkov | 6-3,1-6,7-6 |
| ITF M15 Sozopol | 2019/05/09 07:00 | Plamen Milushev v Vasil Kirkov | 2-6,3-6 |
| ITF M15 Orlando | 2019/06/20 14:35 | Peter Bertran v Diego Hidalgo | 4-6,2-6 |
| ITF M15 Orlando | 2019/06/19 13:00 | Trey Hilderbrand v Diego Hidalgo | 2-6,0-6 |
| ITF M25 Wichita | 2019/06/12 15:00 | Diego Hidalgo v Alexander Ritschard | 4-6,6-7 |
| ITF M15 Champaign | 2019/06/08 17:00 | Strong Kirchheimer v Diego Hidalgo | 5-7,6-3,6-3 |
| ITF M15 Champaign | 2019/06/07 17:00 | Vuk Budic v Diego Hidalgo | 1-6,1-6 |
| ITF M15 Champaign | 2019/06/06 21:00 | Constant De La Bassetiere v Diego Hidalgo | 6-2,6-7,1-6 |
| ITF M15 Cancun | 2019/05/28 13:30 | Diego Hidalgo v Jordi Arconada | 6-2,3-6,1-6 |
| ITF M25 Vero Beach | 2019/05/04 18:15 | Diego Hidalgo v Sekou Bangoura | 7-5,6-7,1-6 |