Stadium: Campo Centrale Round: 25 Ground: Clay
| Challenger Oeiras | 2021/04/09 14:55 | Goncalo Oliveira v Tiago Cacao | 7-5,6-2 |
| Challenger Oeiras | 2021/04/08 15:50 | Oscar Otte v Goncalo Oliveira | 4-6,6-4,3-6 |
| Challenger Oeiras | 2021/04/06 15:10 | Riccardo Bonadio v Goncalo Oliveira | 6-7,5-7 |
| Challenger Oeiras | 2021/03/31 11:20 | Marco Trungelliti v Goncalo Oliveira | 6-1,6-3 |
| Challenger Oeiras | 2021/03/30 11:25 | Goncalo Oliveira v Denis Yevseyev | 6-1,6-2 |
| Challenger Santiago | 2021/03/17 14:00 | Goncalo Oliveira v Andrej Martin | 6-7,5-7 |
| ATP Santiago | 2021/03/06 14:35 | Holger Rune v Goncalo Oliveira | 7-6,2-6,6-2 |
| Challenger Gran Canaria | 2021/03/01 15:45 | Goncalo Oliveira v Kimmer Coppejans | 5-7,6-7 |
| Challenger Rome | 2021/04/26 12:40 | Paolo Lorenzi v Alexandre Muller | 4-6,0-6 |
| Challenger Rome | 2021/04/21 11:50 | Paolo Lorenzi v Tristan Lamasine | 6-4,1-6,5-7 |
| Challenger Rome | 2021/04/20 11:05 | Paolo Lorenzi v Yannick Maden | 7-6,2-6,6-3 |
| ATP Miami | 2021/03/24 17:50 | Ernesto Escobedo v Paolo Lorenzi | 6-3,6-2 |
| ATP Miami | 2021/03/23 17:45 | Jason Jung v Paolo Lorenzi | 4-6,4-6 |
| ATP Miami | 2021/03/22 17:25 | Joao Menezes v Paolo Lorenzi | 6-3,6-7,1-6 |
| ATP Acapulco | 2021/03/14 00:00 | Paolo Lorenzi v Cedrik-Marcel Stebe | 2-6,0-6 |
| Challenger Antalya | 2021/02/02 09:35 | Paolo Lorenzi v Akira Santillan | 7-5,4-6,2-6 |