Stadium: Court 1 Round: 54 Ground: Hardcourt outdoor
| Sao Bras Alportel, Singles Q M-ITF-POR-13A | 2019/09/05 09:00 | Maia, Hugo v David Poljak | 2-6,3-6 |
| Sao Bras Alportel, Singles Q M-ITF-POR-13A | 2019/09/04 13:55 | Graca, Joao v Maia, Hugo | 2-6,2-6 |
| ITF M15 Sintra | 2019/08/21 09:00 | Maia, Hugo v Stuart Parker | 5-7,1-6 |
| ITF M15 Sintra | 2019/08/20 09:00 | Sizya Ernest Kivanda v Maia, Hugo | 1-6,3-6 |
| ITF M15 Sintra | 2019/08/19 10:00 | Maia, Hugo v Abdulnabi, Hasan | 6-3,6-3 |
| ITF M15 Sintra | 2019/08/13 10:00 | Maia, Hugo v Bothwell, Peter | 2-6,0-6 |
| ITF M25 Porto | 2019/07/22 09:00 | Daniel Cukierman v Maia, Hugo | 6-2,6-1 |
| ITF M15 Vale Do Lobo | 2019/02/18 15:30 | Yshai Oliel v Maia, Hugo | 6-1,6-4 |
| ITF M15 Sintra | 2019/08/19 09:00 | Ribeiro Navarrete, Samuel v Almeida, Eduardo Lobo Da Rosa de | 6-4,6-3 |
| ITF M15 Sintra | 2019/08/12 09:00 | Almeida, Eduardo Lobo Da Rosa de v Theo Arribage | 4-6,3-6 |
| ITF M25 Porto | 2019/07/22 13:30 | Matuszewski, Piotr v Almeida, Eduardo Lobo Da Rosa de | 6-2,6-3 |
| ITF M15 Castelo Branco | 2019/07/15 09:00 | Bauvy, Romain v Almeida, Eduardo Lobo Da Rosa de | 6-3,6-2 |
| ITF M15 Idanha-a-Nova | 2019/07/08 09:00 | Osorio, Guilherme Wojciechowski v Almeida, Eduardo Lobo Da Rosa de | 6-1,6-0 |
| ITF M15 Idanha-a-Nova | 2019/07/01 09:00 | Almeida, Eduardo Lobo Da Rosa de v Brandao, Filipe | 1-6,1-6 |
| ITF M15 Setubal | 2019/06/24 12:00 | Mayer, Patrick v Almeida, Eduardo Lobo Da Rosa de | 6-3,6-4 |
| ITF Portugal F22 | 2018/10/20 09:00 | Almeida, Tomas v Almeida, Eduardo Lobo Da Rosa de | 6-1,6-4 |