Stadium: Court 16 Ground: Hardcourt outdoor
| ITF M15 Plovdiv | 2019/06/04 06:30 | Milen Ianakiev v Andrea Bessire | 4-6,2-6 |
| ITF M15 Plovdiv | 2019/06/03 10:00 | Milen Ianakiev v Cosmin Ontica | 1-6,6-4,10-6 |
| ITF M15 Heraklion | 2019/05/28 09:00 | Omni Kumar v Milen Ianakiev | 6-3,7-5 |
| 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 USA F26 Qual | 2018/09/23 17:00 | Kevin Major v Diego Nava | 6-4,7-6 |
| ITF USA F26 Qual | 2018/09/22 16:30 | Diego Nava v Alejandro Valencia | 3-6,6-3,6-2 |
| ITF Morocco F3 | 2018/07/29 13:00 | Ezequiel A Santalla v Diego Nava | 6-3,6-0 |
| ITF Morocco F2 | 2018/07/22 09:00 | Diego Nava v Anas Fattar | 3-6,0-6 |
| ITF Morocco F2 | 2018/07/21 11:00 | Diego Nava v Ervin H Eminefendic | 6-2,6-2 |
| ITF Morocco F1 | 2018/07/14 09:00 | Imran Aswat v Diego Nava | 6-4,6-1 |
| ITF USA F30 | 2017/09/09 19:30 | Thien Nguyen Hoang v Diego Nava | 6-4,2-6,2-6 |
| ITF USA F29 | 2016/09/17 00:30 | Diego Nava v Isaiah Strode | 4-6,7-6,2-6 |