Stadium: Court 3 Round: 25 Ground: Clay
| ITF Italy F30 | 2018/10/02 14:05 | Federico Arnaboldi v Antonio Massara | 4-6,1-6 |
| ITF M25 Bolzano | 2019/08/01 08:30 | Denis Yevseyev v Federico Arnaboldi | 6-4,7-5 |
| ITF M25 Bolzano | 2019/07/30 10:10 | Federico Arnaboldi v Stefano Baldoni | 6-2,6-2 |
| ITF M25 Pontedera | 2019/07/25 10:45 | Gianluca Di Nicola v Federico Arnaboldi | 6-2,6-4 |
| ITF M25 Pontedera | 2019/07/24 12:30 | Gianluca Acquaroli v Federico Arnaboldi | 2-6,6-2,3-6 |
| ITF M25 Pontedera | 2019/07/23 08:00 | Matej Sabanov v Federico Arnaboldi | 4-6,3-6 |
| ITF M25 Pontedera | 2019/07/22 13:00 | Federico Arnaboldi v Gianmarco Ferrari | 7-5,6-1 |
| ITF M15 Gubbio | 2019/07/18 19:00 | Federico Arnaboldi v Giovanni Fonio | 3-6,2-6 |
| ITF M15 Gubbio | 2019/07/16 10:30 | Federico Arnaboldi v Tommaso Roggero | 6-4,6-7,10-6 |
| 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 M15 Antalya | 2019/01/17 07:00 | Maciej Rajski v Antonio Massara | 2-6,6-2,6-3 |
| ITF M15 Antalya | 2019/01/16 10:50 | Simone Roncalli v Antonio Massara | 6-1,3-6,2-6 |
| ITF Turkey F32 | 2018/10/20 07:00 | Antonio Massara v Dante Gennaro | 0-6,2-6 |