Stadium: Campo Centrale Round: 25 Ground: Clay
| Challenger - Prague | 2021/08/11 09:50 | Goncalo Oliveira v Dmitry Popko | 0-6,3-6 |
| Challenger - Prague | 2021/08/10 09:30 | Kodat, Toby Alex v Goncalo Oliveira | 3-6,1-6 |
| Segovia, Spain | 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 Porto | 2021/07/02 12:00 | Goncalo Oliveira v Stakhovsky, Sergiy | 6-7,6-7 |
| Challenger Porto | 2021/06/30 10:00 | Polansky, Peter v Goncalo Oliveira | 6-7,4-6 |
| Challenger Porto | 2021/06/29 10:00 | Goncalo Oliveira v Nuno Borges | 6-1,6-2 |
| Milan, Italy | 2021/06/20 10:30 | Goncalo Oliveira v Nerman Fatic | 6-4,5-7,3-6 |
| San Marino, San Marino | 2021/08/09 17:00 | Marco Cecchinato v Lorenzi, Paolo | 7-6,6-2 |
| Cordenons, Italy | 2021/08/03 17:35 | Zdenek Kolar v Lorenzi, Paolo | 6-2,6-0 |
| Newport, USA | 2021/07/13 21:25 | Maxime Cressy v Lorenzi, Paolo | 6-1,6-2 |
| Wimbledon, London, Great Britain | 2021/06/22 16:30 | Lorenzi, Paolo v Botic Van De Zandschulp | 5-7,3-6 |
| Forli 6, Italy | 2021/06/14 15:30 | Lorenzi, Paolo v Raul Brancaccio | 3-6,4-6 |
| Orlando, USA | 2021/06/07 15:55 | Riffice, Sam v Lorenzi, Paolo | 6-2,6-4 |
| Open de France | 2021/05/25 08:30 | Taro Daniel v Lorenzi, Paolo | 6-3,6-4 |
| Challenger Biella | 2021/05/18 08:30 | Lorenzi, Paolo v Tomas Martin Etcheverry | 0-6,6-7 |