Stadium: Court 3 Round: 25 Ground: Clay
| ITF M15 Santa Cristina | 2019/08/15 11:20 | Antonio Massara v Federico Campana | 2-6,2-6 |
| ITF M15 Santa Cristina | 2019/08/13 12:45 | Antonio Massara v Mattia Frinzi | 6-3,6-1 |
| ITF M25 Appiano | 2019/08/06 09:30 | Federico Arnaboldi v Antonio Massara | 6-4,6-4 |
| ITF M25 Casinalbo | 2019/07/11 11:25 | Antonio Massara v Pedro Sakamoto | 7-6,2-6,4-6 |
| ITF M25 Casinalbo | 2019/07/10 07:00 | Antonio Massara v Remy Bertola | 1-6,7-5,6-3 |
| ITF M25 Santa Margherita | 2019/03/26 16:30 | Antonio Massara v Andrea Pellegrino | 3-6,1-6 |
| ITF M15 Loule | 2019/03/06 17:10 | Antonio Massara v Tomas Martin Etcheverry | 5-7,1-6 |
| ITF M15 Faro | 2019/02/27 13:10 | Antonio Massara v Joao Monteiro | 3-6,3-6 |
| ITF M25 Santa Margherita | 2019/09/10 13:45 | Giulio Sassi v Giulio Graziotti | 1-6,4-6 |