Stadium: Court 1 Round: 64 Ground: Clay
| ITF M25 Weston | 2019/01/30 15:00 | Nicolas Alvarez v Pedro Sakamoto | 6-2,6-1 |
| Challenger - Punta del Este | 2019/01/22 17:00 | Matias Franco Descotte v Pedro Sakamoto | 6-4,6-1 |
| ITF M15 Naples | 2019/01/20 16:00 | Bangoura, Sekou v Pedro Sakamoto | 7-6,6-0 |
| ITF M15 Naples | 2019/01/19 18:05 | Pedro Sakamoto v Nicolas Mejia | 4-6,6-4,6-2 |
| ITF M15 Naples | 2019/01/18 17:00 | Nicolas Alvarez v Pedro Sakamoto | 3-6,6-7 |
| ITF M15 Naples | 2019/01/17 15:30 | Facundo Mena v Pedro Sakamoto | 6-7,6-0,3-6 |
| ITF M15 Naples | 2019/01/15 15:30 | Gonzalo Lama v Pedro Sakamoto | 4-6,1-6 |
| Challenger - Buenos Aires | 2018/11/11 20:15 | Pedro Sakamoto v Gonzalo Villanueva | 5-7,6-4,2-6 |
| ATP - Rio De Janeiro | 2019/02/16 18:00 | Donati, Matteo v Dutra Silva, Rogerio | 2-6,6-3,1-6 |
| ATP - Montpellier | 2019/02/03 12:30 | Bemelmans, Ruben v Donati, Matteo | 7-6,6-3 |
| Challenger - Quimper | 2019/01/28 18:20 | Donati, Matteo v Lucas Miedler | 3-6,4-6 |
| Open d'Australie | 2019/01/09 04:05 | Stefano Napolitano v Donati, Matteo | 6-4,7-6 |
| Challenger Playford | 2019/01/01 02:40 | Ernesto Escobedo v Donati, Matteo | 7-6,7-6 |
| Challenger Bratislava | 2018/11/06 10:00 | Donati, Matteo v Lorenzo Sonego | 3-6,2-6 |
| Challenger Eckental | 2018/10/31 10:00 | Donati, Matteo v Hubert Hurkacz | 3-6,6-3,3-6 |
| ATP Stockholm | 2018/10/14 09:00 | Donati, Matteo v Zopp, Jurgen | 4-6,4-6 |