Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF Zimbabwe F1 | 2018/05/28 09:45 | Christian Paul v Milen Ianakiev | 0-6,3-6 |
| ITF Bulgaria F1 | 2018/05/17 07:00 | Milen Ianakiev v Sebastien Boltz | 3-6,2-6 |
| ITF Bulgaria F1 | 2018/05/15 10:00 | Milen Ianakiev v Cosmin Ontica | 6-1,6-2 |
| ITF Israel F6 | 2018/05/07 09:00 | Alon Elia v Milen Ianakiev | 5-7,7-5,6-3 |
| ITF USA F10 Qual | 2018/04/09 15:00 | Joseph Corse v Milen Ianakiev | 6-3,6-0 |
| ITF USA F10 Qual | 2018/04/08 20:00 | Matthew Kandath v Milen Ianakiev | 6-3,6-7,6-7 |
| ITF Bahrain F1 | 2018/03/21 15:40 | Thomas Colautti v Milen Ianakiev | 6-3,7-5 |
| ITF Bahrain F1 | 2018/03/20 09:40 | Milen Ianakiev v Vitaliy Sachko | 7-6,7-6 |
| ITF Zimbabwe F1 | 2018/05/28 08:00 | Mehluli D A Sibanda v Darko Bojanovic | 6-1,2-6,6-2 |
| ITF Uganda F1 | 2018/05/02 07:35 | Mehluli D A Sibanda v Giovani Samaha | 4-6,4-6 |
| ITF Uganda F1 | 2018/05/01 08:00 | Mehluli D A Sibanda v Giovani Samaha | 4-6,4-6 |
| ITF Uganda F1 | 2018/04/29 12:00 | Christoffer Solberg v Mehluli D A Sibanda | 6-0,1-6,0-6 |
| Puchar Davisa | 2018/02/04 20:15 | Mehluli D A Sibanda v Sarp Agabigun | 5-7,4-6 |
| ITF South Africa F3 Qual | 2017/12/02 10:00 | Riaan Du Toit v Mehluli D A Sibanda | 6-3,6-1 |
| ITF South Africa F2 Qual | 2017/11/26 11:20 | Thomas Colautti v Mehluli D A Sibanda | 6-3,6-3 |
| ITF South Africa F2 Qual | 2017/11/25 08:45 | Liam Puttergill v Mehluli D A Sibanda | 1-6,2-6 |