Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| ITF Zimbabwe F2 | 2018/06/07 09:20 | Milen Ianakiev v Benjamin Lock | 3-6,1-6 |
| ITF Zimbabwe F2 | 2018/06/05 09:15 | Ciro Lampasas v Milen Ianakiev | 1-6,0-6 |
| ITF Zimbabwe F1 | 2018/05/30 07:00 | Milen Ianakiev v Mehluli D A Sibanda | 5-7,1-6 |
| 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 Zimbabwe F2 | 2018/06/10 08:30 | Matias Franco Descotte v Isaac Stoute | 6-2,7-5 |
| ITF Zimbabwe F2 | 2018/06/09 10:20 | Isaac Stoute v Frederik Press | 2-6,6-4,7-6 |
| ITF Zimbabwe F2 | 2018/06/08 10:15 | Isaac Stoute v Mehluli D A Sibanda | 6-2,6-4 |
| ITF Zimbabwe F2 | 2018/06/07 09:50 | Isaac Stoute v Aaron Schmid | 6-2,6-7,6-3 |
| ITF Zimbabwe F2 | 2018/06/05 07:00 | Finn Bass v Isaac Stoute | 6-7,2-6 |
| ITF Zimbabwe F2 Qual | 2018/06/04 08:00 | Isaac Stoute v Rayne Roselt | 6-1,6-1 |
| ITF Zimbabwe F2 Qual | 2018/06/03 08:00 | Isaac Stoute v Jiri Vencl | 2-6,6-4,6-4 |
| ITF Zimbabwe F1 | 2018/05/31 09:55 | Isaac Stoute v Takanyi Garanganga | 3-6,6-4,3-6 |