Stadium: Court 1 Round: 26 Ground: Clay
| ITF Dominican Republic F1 | 2018/11/26 14:30 | Oscar Jose Gutierrez v Alejandro Mendoza | 6-3,6-2 |
| ITF Brazil F8 | 2018/11/09 14:30 | Oscar Jose Gutierrez v Rafael Matos | 6-4,4-6,2-6 |
| ITF Brazil F8 | 2018/11/07 21:40 | Oscar Jose Gutierrez v Rafael M Da Silva | 6-1,6-2 |
| ITF Brazil F8 | 2018/11/06 17:55 | Oscar Jose Gutierrez v Fermin Tenti | 4-6,6-4,7-6 |
| ITF Brazil F7 | 2018/10/29 16:05 | Oscar Jose Gutierrez v Carlos E. Severino | 6-2,3-6,4-6 |
| ITF Brazil F6 | 2018/10/23 18:00 | Oscar Jose Gutierrez v Ignacio Monzon | 4-6,4-6 |
| ITF Brazil F5 | 2018/10/19 13:00 | Oscar Jose Gutierrez v Rafael Matos | 3-6,6-7 |
| ITF Brazil F5 | 2018/10/18 13:00 | Oscar Jose Gutierrez v Carlos E. Severino | 6-3,6-1 |
| ITF USA F26 | 2018/09/26 22:00 | Milen Ianakiev v Michael Shabaz | 2-6,2-6 |
| ITF USA F25 | 2018/09/19 17:00 | Milen Ianakiev v Govind Nanda | 5-7,1-6 |
| ITF USA F24 | 2018/09/11 16:30 | Milen Ianakiev v Sumit Sarkar | 3-6,1-6 |
| ITF Netherlands F4 | 2018/08/13 10:00 | Milen Ianakiev v Justin Butsch | 2-6,1-6 |
| ITF Netherlands F4 | 2018/08/13 07:30 | Milen Ianakiev v Lautaro Agustin Falabella | 3-6,6-3,7-5 |
| ITF Germany F11 | 2018/08/07 16:25 | Lucas Poullain v Milen Ianakiev | 6-3,6-2 |
| ITF France F15 | 2018/07/25 08:00 | Fabien Reboul v Milen Ianakiev | 7-6,6-2 |
| ITF France F15 | 2018/07/23 10:25 | Milen Ianakiev v Charles Bertimon | 6-4,4-6,6-2 |