Stadium: Court 3 Round: 54 Ground: Clay
| ITF M15 Santa Cristina | 2019/08/15 08:00 | Pietro Rondoni v Andrea Guerrieri | 6-0,6-4 |
| ITF M15 Santa Cristina | 2019/08/14 11:55 | Patric Prinoth v Andrea Guerrieri | 1-6,1-6 |
| ITF M25 Appiano | 2019/08/10 09:30 | Christian Lindell v Andrea Guerrieri | 7-5,6-2 |
| ITF M25 Appiano | 2019/08/09 11:30 | Andrea Guerrieri v Davide Galoppini | 6-2,3-6,7-6 |
| ITF M25 Appiano | 2019/08/08 12:45 | Andrea Guerrieri v Giuseppe La Vela | 6-0,6-4 |
| ITF M25 Appiano | 2019/08/07 12:15 | Alen Avidzba v Andrea Guerrieri | 3-6,5-7 |
| ITF M25 Appiano | 2019/08/05 13:55 | Andrea Guerrieri v Maurizio Speziali | 6-2,6-3 |
| ITF M25 Appiano | 2019/08/05 09:15 | Andrea Guerrieri v Nicolo Toffanin | 6-1,6-1 |
| 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 Appiano | 2019/08/05 07:30 | Leonardo Taddia v Andrea Borroni | 7-6,3-6,8-10 |
| ITF M25 Bolzano | 2019/07/29 11:35 | Leonardo Taddia v Andrea Borroni | 4-6,6-7 |
| ITF M15 Gubbio | 2019/07/15 08:00 | Maurizio Speziali v Leonardo Taddia | 7-5,5-7,10-8 |