Stadium: Hard Court 13 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2019/05/20 07:00 | Omni Kumar v Toby D. Boyer | 3-6,7-6,4-10 |
| ITF M15 Heraklion | 2019/05/15 07:00 | Aaron Addison v Omni Kumar | 4-6,7-6,6-2 |
| ITF M15 Heraklion | 2019/05/14 07:00 | Omni Kumar v Alexander Jhun | 5-7,6-4,10-8 |
| ITF M15 Heraklion | 2019/05/09 09:55 | Dusty H. Boyer v Omni Kumar | 6-3,6-4 |
| ITF M15 Heraklion | 2019/05/08 09:20 | Omni Kumar v Leon Hoeveler | 6-1,6-1 |
| ITF M15 Cancun | 2019/03/11 20:00 | Omni Kumar v Baker Newman | 4-6,4-6 |
| ITF M15 Cancun | 2019/03/11 15:30 | Omni Kumar v Domen Gostincar | 6-4,6-4 |
| ITF M15 Tucson | 2019/02/12 16:30 | Omni Kumar v George Goldhoff | 4-6,0-6 |
| ITF M15 Heraklion | 2019/05/23 08:50 | Andres Artunedo Martinavarr v Milen Ianakiev | 6-3,6-4 |
| ITF M15 Heraklion | 2019/05/22 06:55 | James Story v Milen Ianakiev | 3-6,4-6 |
| ITF M15 Heraklion | 2019/05/20 13:00 | Milen Ianakiev v Alexandros Roumpis | 6-4,6-2 |
| ITF M15 Heraklion | 2019/05/20 07:00 | Milen Ianakiev v George Davies | 6-4,6-3 |
| ITF M15 Heraklion | 2019/05/14 07:00 | Milen Ianakiev v Jesse Delaney | 6-7,6-0,5-10 |
| ITF M15 Heraklion | 2019/05/13 07:00 | Milen Ianakiev v Jack Gibbens | 6-2,6-7,10-8 |
| ITF M15 Sozopol | 2019/05/09 07:00 | Kristian Lozan v Milen Ianakiev | 6-2,6-4 |
| ITF M15 Sozopol | 2019/05/08 07:00 | Milen Ianakiev v Quentin Gueydan | 6-4,6-3 |