stadio: Campo Centrale Round: 25 Ground: Clay
| Challenger Praga | 2021/08/11 09:50 | Goncalo Oliveira v Dmitry Popko | 0-6,3-6 |
| Challenger Praga | 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 Porto | 2021/07/02 12:00 | Goncalo Oliveira v Sergiy Stakhovsky | 6-7,6-7 |
| Challenger Porto | 2021/06/30 10:00 | Peter Polansky v Goncalo Oliveira | 6-7,4-6 |
| Challenger Porto | 2021/06/29 10:00 | Goncalo Oliveira v Nuno Borges | 6-1,6-2 |
| Challenger Milano | 2021/06/20 10:30 | Goncalo Oliveira v Nerman Fatic | 6-4,5-7,3-6 |
| Challenger San Marino | 2021/08/09 17:00 | Marco Cecchinato v Paolo Lorenzi | 7-6,6-2 |
| Challenger Cordenons | 2021/08/03 17:35 | Zdenek Kolar v Paolo Lorenzi | 6-2,6-0 |
| ATP Newport | 2021/07/13 21:25 | Maxime Cressy v Paolo Lorenzi | 6-1,6-2 |
| Wimbledon | 2021/06/22 16:30 | Paolo Lorenzi v Botic Van De Zandschulp | 5-7,3-6 |
| Challenger Forlì | 2021/06/14 15:30 | Paolo Lorenzi v Raul Brancaccio | 3-6,4-6 |
| Challenger Orlando | 2021/06/07 15:55 | Sam Riffice v Paolo Lorenzi | 6-2,6-4 |
| Open di Francia | 2021/05/25 08:30 | Taro Daniel v Paolo Lorenzi | 6-3,6-4 |
| Challenger Biella | 2021/05/18 08:30 | Paolo Lorenzi v Tomas Martin Etcheverry | 0-6,6-7 |