Stadium: Center Court Round: 29 Ground: Clay
| Challenger Banja Luka | 2018/09/15 10:30 | Filippo Baldi v Alessandro Giannessi | 6-7,4-6 |
| Challenger Vicenza | 2019/06/01 14:00 | Gianluca Mager v Alessandro Giannessi | 3-6,3-6 |
| Challenger Vicenza | 2019/05/31 11:25 | Marc Polmans v Alessandro Giannessi | 4-6,5-7 |
| Challenger Vicenza | 2019/05/31 07:30 | Alessandro Giannessi v Adrian Menendez-Maceiras | 6-2,6-0 |
| Challenger Vicenza | 2019/05/30 10:55 | Alessandro Giannessi v Federico Gaio | 6-3,6-2 |
| French Open | 2019/05/20 08:00 | Alexandre Muller v Alessandro Giannessi | 5-7,7-6,6-1 |
| ATP Budapest | 2019/04/20 08:30 | Miomir Kecmanovic v Alessandro Giannessi | 6-3,6-4 |
| Challenger Sophia Antipolis | 2019/04/04 14:30 | Roberto Marcora v Alessandro Giannessi | 6-2,6-3 |
| Challenger Sophia Antipolis | 2019/04/03 14:15 | Oriol Roca Batalla v Alessandro Giannessi | 5-7,2-6 |
| Challenger Vicenza | 2019/06/01 13:30 | Benjamin Hassan v Filippo Baldi | 7-6,4-6,5-7 |
| Challenger Vicenza | 2019/05/31 13:35 | Filippo Baldi v Andrea Pellegrino | 7-5,6-2 |
| Challenger Vicenza | 2019/05/31 08:45 | Filippo Baldi v Andrea Vavassori | 6-3,1-6,7-5 |
| Challenger Vicenza | 2019/05/30 14:40 | Filippo Baldi v Mats Moraing | 6-2,6-2 |
| French Open | 2019/05/20 10:25 | Facundo Arguello v Filippo Baldi | 3-6,6-3,6-2 |
| ATP Rome | 2019/05/12 15:10 | Taylor Fritz v Filippo Baldi | 6-4,6-3 |
| ATP Rome | 2019/05/11 16:45 | Filippo Baldi v Martin Klizan | 6-3,6-1 |
| ATP Estoril | 2019/05/02 12:00 | Pablo Cuevas v Filippo Baldi | 6-2,7-5 |