Stadium: Hard Court 5 Round: 54 Ground: Hardcourt outdoor
| 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 |
| ITF M15 Tel Aviv | 2019/03/27 08:00 | Milen Ianakiev v Martin Van Der Meerschen | 3-6,6-4,4-6 |
| ITF M15 Tel Aviv | 2019/03/26 11:30 | Milen Ianakiev v Joshua Luck | 6-3,6-1 |
| ITF M15 Tel Aviv | 2019/03/26 07:30 | Milen Ianakiev v Sahar Simon | 6-2,6-3 |
| ITF M15 Manama | 2019/03/19 10:15 | Vitaliy Sachko v Milen Ianakiev | 4-6,7-5,6-3 |
| ITF M15 - Heraklion | 2019/05/13 07:00 | George Davies v Alexander Jhun | 4-6,4-6 |
| ITF M15 - Sozopol | 2019/05/06 07:00 | Llewelyn Bevan v George Davies | 6-1,7-6 |
| ITF M25 Bolton | 2019/04/01 08:00 | George Davies v Sean Hodkin | 3-6,5-7 |
| ITF Greece F8 | 2018/11/12 07:30 | Martin Dimitrov v George Davies | 5-7,7-6,6-4 |
| ITF Greece F8 | 2018/11/11 08:00 | George Davies v Mateo Bubalo | 7-5,6-3 |
| ITF Greece F8 | 2018/11/10 07:30 | Dian Nedev v George Davies | 6-7,2-6 |
| ITF Greece F7 | 2018/11/03 07:30 | Stefano Battaglino v George Davies | 6-4,6-4 |
| ITF Greece F6 | 2018/10/29 07:30 | George Davies v Austin Rapp | 2-6,5-7 |