Stadium: Court 2 Round: 54 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 M25 Palma del Rio | 2019/06/24 17:30 | Oleg Khotkov v Sacha Modica | 7-5,6-2 |
| ITF M15 Tabarka | 2019/06/05 09:00 | Sacha Modica v Benjamin Dhoe | 6-3,3-6,4-6 |
| ITF M15 Tabarka | 2019/06/03 13:00 | Alexis Gautier v Sacha Modica | 4-6,6-0,6-10 |
| ITF M15 Tabarka | 2019/06/03 08:00 | Egill Sigurdsson v Sacha Modica | 4-6,3-6 |
| ITF M15 Tabarka | 2019/05/28 13:30 | Imanol L Morillo v Sacha Modica | 6-4,2-6,11-9 |
| ITF M15 Tabarka | 2019/05/28 08:00 | Giannicola Misasi v Sacha Modica | 3-6,4-6 |
| ITF M15 Tabarka | 2019/05/21 10:40 | Mateo Nicolas Martinez v Sacha Modica | 6-2,6-7,6-4 |
| ITF M15 Tabarka | 2019/05/15 13:35 | Sacha Modica v Andre Gaspar Murta | 0-6,2-6 |