Stadium: Court 9 Round: 54 Ground: Hardcourt outdoor
| ITF - M15 Sintra | 2019/08/14 12:00 | Sizya Ernest Kivanda v Maxime Tchoutakian | 0-6,3-6 |
| ITF - M15 Sintra | 2019/08/13 09:00 | Sizya Ernest Kivanda v Alexander Romay | 6-4,4-6,10-8 |
| ITF - M15 Sintra | 2019/08/12 09:00 | Sizya Ernest Kivanda v Valentin De Carvalho | 6-0,6-1 |
| ITF M25 Chiswick | 2019/08/05 18:55 | Sizya Ernest Kivanda v Quentin Gueydan | 3-6,4-6 |
| ITF M25 Chiswick | 2019/08/05 14:10 | Milen Ianakiev v Sizya Ernest Kivanda | 2-6,4-6 |
| ITF - M25 Roehampton | 2019/07/29 12:15 | Marcus Walters v Sizya Ernest Kivanda | 6-1,6-1 |
| ITF - M25 Porto | 2019/07/22 15:00 | Sizya Ernest Kivanda v Diogo Marques | 2-6,6-3,7-10 |
| ITF - M25 Bakio | 2019/07/01 10:20 | Sizya Ernest Kivanda v Inigo T Martin | 1-6,3-6 |
| ITF - M15 Sintra | 2019/08/19 10:00 | Hugo Maia v Hasan Abdulnabi | 6-3,6-3 |
| ITF - M15 Sintra | 2019/08/13 10:00 | Hugo Maia v Peter Bothwell | 2-6,0-6 |
| ITF - M25 Porto | 2019/07/22 09:00 | Daniel Cukierman v Hugo Maia | 6-2,6-1 |
| ITF - M15 Vale Do Lobo | 2019/02/18 15:30 | Yshai Oliel v Hugo Maia | 6-1,6-4 |
| ITF Portugal F22 | 2018/10/21 10:15 | Filipe Brandao v Hugo Maia | 6-2,6-3 |
| ITF Portugal F22 | 2018/10/20 09:00 | Illia Stoliar v Hugo Maia | 4-6,4-6 |
| ITF Portugal F9 | 2018/06/19 09:00 | Hugo Maia v Hugo Voljacques | 6-4,3-6,3-6 |
| Challenger Braga Qual | 2018/05/05 09:00 | Botic Van De Zandschulp v Hugo Maia | 6-4,6-0 |