Stadium: Centre Court Round: 64 Ground: Clay
| ATP Rio De Janeiro | 2019/02/16 18:00 | Juan Ignacio Londero v Alessandro Giannessi | 7-6,6-1 |
| ATP Buenos Aires | 2019/02/09 19:00 | Alessandro Giannessi v Marco Trungelliti | 6-4,6-1 |
| ATP Cordoba | 2019/02/07 23:10 | Diego Schwartzman v Alessandro Giannessi | 6-7,6-3,6-0 |
| ATP Cordoba | 2019/02/05 18:30 | Alessandro Giannessi v Thiago Seyboth Wild | 6-7,7-5,7-6 |
| ATP Cordoba | 2019/02/03 20:25 | Paolo Lorenzi v Alessandro Giannessi | 7-6,4-6,6-7 |
| Challenger Punta del Este | 2019/01/23 15:40 | Tomas Barrios Vera v Alessandro Giannessi | 6-4,6-4 |
| Australian Open | 2019/01/07 23:00 | Alessandro Giannessi v Luca Vanni | 4-6,4-6 |
| Challenger Barcelona | 2018/10/12 14:00 | Roberto Carballes Baena v Alessandro Giannessi | 6-2,6-2 |
| Challenger Morelos | 2019/02/19 17:20 | Joao Souza v Roberto Quiroz | 4-6,0-6 |
| Challenger Morelos | 2019/02/18 18:05 | Joao Souza v Luis Patino | 6-4,6-3 |
| Challenger Dallas | 2019/02/04 17:40 | Joao Souza v Liam Broady | 6-4,6-7,2-6 |
| ITF M25 Weston | 2019/02/02 15:30 | Dmitry Popko v Joao Souza | 7-6,6-2 |
| ITF M25 Weston | 2019/01/30 18:00 | Joao Souza v Jose Olivares | 6-4,6-3 |
| Challenger Punta del Este | 2019/01/22 21:35 | Thiago Monteiro v Joao Souza | 7-6,6-2 |
| Challenger Punta del Este | 2019/01/21 18:50 | Joao Souza v Preston Brown | 6-2,6-4 |
| Challenger Columbus | 2019/01/08 16:00 | Joao Souza v Goncalo Oliveira | 4-6,1-6 |