Stadium: Court Central Round: 24 Ground: Hardcourt outdoor
| ITF Italy F25 | 2016/08/16 15:00 | Gil, Fred v Viola, Matteo | 4-6,5-7 |
| ITF M15 Sintra | 2019/08/24 10:00 | Gil, Fred v Lucas Poullain | 2-6,1-6 |
| ITF M15 Sintra | 2019/08/23 14:35 | Gil, Fred v Cabral, Francisco | 6-1,6-4 |
| ITF M15 Sintra | 2019/08/22 15:25 | Gil, Fred v Faria, Luis | 6-3,6-1 |
| ITF M15 Sintra | 2019/08/21 10:40 | Gil, Fred v Salgado, Afonso | 6-3,6-0 |
| ITF M15 Sintra | 2019/08/18 10:00 | Gil, Fred v Lucas Poullain | 6-7,6-4,1-6 |
| ITF M15 Sintra | 2019/08/17 09:30 | Gil, Fred v Cacao, Tiago | 6-7,6-4,6-2 |
| ITF M15 Sintra | 2019/08/16 09:30 | Gil, Fred v Tchoutakian, Maxime | 6-4,6-1 |
| ITF M15 Sintra | 2019/08/15 09:00 | Gil, Fred v Coelho, Fabio | 6-2,6-3 |
| US Open, New York, USA | 2019/08/20 18:15 | Viola, Matteo v Jannik Sinner | 1-6,0-6 |
| Portoroz, Slovénie | 2019/08/15 18:20 | Constant Lestienne v Viola, Matteo | 6-0,6-1 |
| Portoroz, Slovénie | 2019/08/14 13:30 | Zekic, Miljan v Viola, Matteo | 0-6,3-6 |
| Segovia, Spain | 2019/08/01 12:40 | Pavel Kotov v Viola, Matteo | 6-1,6-3 |
| Segovia, Spain | 2019/07/30 09:15 | Felipe Meligeni Rodrigues Alves v Viola, Matteo | 2-6,1-6 |
| Challenger Tampere | 2019/07/24 13:00 | Viola, Matteo v Niklas-Salminen, Patrick | 6-1,4-6,1-6 |
| Nur Sultan, Kazakhstan | 2019/07/19 05:00 | Viola, Matteo v Sebastian Korda | 4-6,5-7 |
| Nur Sultan, Kazakhstan | 2019/07/18 05:00 | Nedovyesov, Aleksandr v Viola, Matteo | 6-7,4-6 |