Stadium: Campo Centrale Round: 25 Ground: Clay
| Challenger Rome | 2019/05/07 08:00 | Dragos Dima v Pedro Sakamoto | 2-6,5-7 |
| ITF M25 Vero Beach | 2019/05/03 23:35 | Pedro Sakamoto v Dmitry Popko | 4-6,3-6 |
| ITF M25 Vero Beach | 2019/05/02 14:00 | Pedro Sakamoto v Jose Olivares | 7-5,6-2 |
| ITF M25 Vero Beach | 2019/05/01 16:00 | Pedro Sakamoto v Isaac Stoute | 6-4,6-2 |
| ITF M15 Cancun | 2019/04/25 18:50 | Adelchi Virgili v Pedro Sakamoto | 6-3,3-6,6-3 |
| ITF M15 Cancun | 2019/04/24 14:00 | Florian Lakat v Pedro Sakamoto | 1-6,6-3,5-7 |
| Challenger San Luis Potosi | 2019/04/21 01:10 | Pedro Sakamoto v Marc-Andrea Huesler | 2-6,4-6 |
| Challenger San Luis Potosi | 2019/04/20 01:50 | Pedro Sakamoto v Tomas Barrios Vera | 2-6,6-1,6-4 |
| Challenger Savannah | 2019/05/05 19:05 | Federico Coria v Paolo Lorenzi | 6-3,4-6,6-2 |
| Challenger Savannah | 2019/05/04 19:55 | Sumit Nagal v Paolo Lorenzi | 4-6,6-4,2-6 |
| Challenger Savannah | 2019/05/03 21:25 | Christopher Eubanks v Paolo Lorenzi | 3-6,3-6 |
| Challenger Savannah | 2019/05/02 18:35 | Roberto Cid Subervi v Paolo Lorenzi | 4-6,6-2,5-7 |
| Challenger Savannah | 2019/05/01 16:40 | Nam Hoang Ly v Paolo Lorenzi | 3-6,2-6 |
| Challenger Tallahassee | 2019/04/24 18:50 | Paolo Lorenzi v Andrea Collarini | 2-6,7-6,4-6 |
| Challenger Sarasota | 2019/04/19 14:00 | Tommy Paul v Paolo Lorenzi | 6-3,4-6,6-4 |
| Challenger Sarasota | 2019/04/16 19:05 | Emilio Gomez v Paolo Lorenzi | 4-6,6-7 |