Stadium: Estadio CIF Round: 25 Ground: Clay
| Challenger Quito | 2021/09/14 18:20 | Eduard Esteve Lobato v Goncalo Oliveira | 6-2,6-3 |
| Challenger Seville | 2021/09/06 17:00 | Goncalo Oliveira v Julian Lenz | 2-6,6-4,2-6 |
| Challenger Warsaw | 2021/08/25 08:00 | Szymon Kielan v Goncalo Oliveira | 7-5,6-0 |
| Challenger Verona | 2021/08/17 12:10 | Goncalo Oliveira v Paolo Lorenzi | 3-6,3-6 |
| Challenger Prague | 2021/08/11 09:50 | Goncalo Oliveira v Dmitry Popko | 0-6,3-6 |
| Challenger Prague | 2021/08/10 09:30 | Toby Alex Kodat v Goncalo Oliveira | 3-6,1-6 |
| Challenger Segovia | 2021/07/27 09:30 | Alejandro Moro Canas v Goncalo Oliveira | 3-6,7-6,6-1 |
| Challenger Amersfoort | 2021/07/13 10:00 | Goncalo Oliveira v Botic Van De Zandschulp | 2-6,4-6 |
| Challenger Braga | 2021/09/22 13:05 | Hugo Gaston v Pedro Araujo | 7-6,6-3 |
| Challenger Braga | 2021/09/20 13:55 | Pedro Araujo v Luis Faria | 6-2,6-4 |
| ITF M25 Sintra | 2021/09/16 12:15 | Pedro Araujo v Adria Soriano Barrera | 6-1,4-6,2-6 |
| ITF M25 Sintra | 2021/09/15 09:00 | Renta Tokuda v Pedro Araujo | 2-6,4-6 |
| ITF M25 Sintra | 2021/09/08 12:30 | Aidan Mchugh v Pedro Araujo | 4-6,6-3,6-2 |
| ITF M15 Huy | 2021/08/24 11:15 | Arthur Fery v Pedro Araujo | 6-4,6-1 |
| ITF M25 Koksijde | 2021/08/17 08:00 | Raphael Collignon v Pedro Araujo | 6-3,6-2 |
| ITF M15 Castelo Branco | 2021/07/29 11:30 | Pedro Araujo v Joao Lucas Reis da Silva | 4-6,4-6 |