Stadium: Court 2 Round: 26 Ground: Clay
| ITF M15 Orlando | 2019/06/18 14:00 | Keenan Mayo v Hunter Heck | 7-6,6-3 |
| ITF M15 Champaign | 2019/06/05 23:30 | Kareem Allaf v Keenan Mayo | 6-4,6-4 |
| ITF M25 Tucson | 2019/01/08 20:25 | Jordi Arconada v Keenan Mayo | 6-4,6-3 |
| ITF M25 Los Angeles | 2019/01/03 18:00 | Keenan Mayo v Emilio Gomez | 0-6,1-6 |
| ITF M25 Los Angeles | 2019/01/01 21:15 | Keenan Mayo v Tristan Boyer | 6-2,7-6 |
| Challenger Champaign | 2018/11/14 00:00 | Ryan Shane v Keenan Mayo | 6-3,6-4 |
| Challenger Champaign | 2018/11/11 18:45 | Sem Verbeek v Keenan Mayo | 6-7,6-7 |
| Challenger Champaign | 2018/11/10 20:20 | Keenan Mayo v Maxime Mora | 4-6,7-6,6-3 |
| 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 Sozopol | 2019/05/08 10:55 | Nikolay Vylegzhanin v Vasil Kirkov | 2-6,3-6 |