Stadium: Court 3 Round: 45 Ground: Clay
| ITF M25 Santa Margherita | 2019/09/23 12:00 | Leonardo Taddia v Lucas Neagu | 6-1,6-0 |
| ITF M25 Santa Margherita | 2019/09/12 16:20 | Leonardo Taddia v Wilson Leite | 0-6,7-6,0-6 |
| ITF M25 Trieste | 2019/09/02 07:30 | Andrea Guerrieri v Leonardo Taddia | 6-1,6-3 |
| ITF M25 Trieste | 2019/09/01 09:40 | Tim Hofmann v Leonardo Taddia | 3-6,2-6 |
| ITF M15 Piombino | 2019/08/29 11:00 | Hugo Gaston v Leonardo Taddia | 6-2,6-1 |
| ITF M15 Piombino | 2019/08/28 10:55 | Leonardo Taddia v Ben Jones | 4-6,6-3,6-3 |
| ITF M15 Piombino | 2019/08/27 10:00 | Leonardo Taddia v Andrea Gola | 6-2,6-3 |
| ITF M15 Santa Cristina | 2019/08/12 12:50 | Leonardo Taddia v Horst Rieder | 6-7,4-6 |
| ITF M25 Santa Margherita | 2019/09/23 12:00 | Giulio Graziotti v Raffaele Giuliano | 6-4,0-6,10-4 |
| ITF M25 Santa Margherita | 2019/09/12 11:00 | Antonio Massara v Giulio Graziotti | 6-2,6-0 |
| ITF M25 Santa Margherita | 2019/09/10 13:45 | Giulio Sassi v Giulio Graziotti | 1-6,4-6 |