Stadium: Center Court Round: 14 Ground: Clay
| ITF M25 Santa Margherita | 2023/04/29 09:00 | Lorenzo Rottoli v Giovanni Oradini | 6-1,6-2 |
| Challenger Tampere | 2023/07/18 11:30 | Daniel Rincon v Lorenzo Rottoli | 6-2,3-6,7-5 |
| Challenger Tampere | 2023/07/17 09:00 | Matthew Dellavedova v Lorenzo Rottoli | 6-7,6-3,2-6 |
| Challenger Tampere | 2023/07/16 08:00 | Siim Troost v Lorenzo Rottoli | 3-6,3-6 |
| Challenger San Benedetto | 2023/07/09 12:30 | Gabriele Piraino v Lorenzo Rottoli | 6-1,6-3 |
| Challenger Milan | 2023/07/02 10:40 | Salvatore Caruso v Lorenzo Rottoli | 6-0,6-4 |
| Challenger Modena | 2023/06/25 14:35 | Jules Marie v Lorenzo Rottoli | 7-5,6-3 |
| Challenger Parma | 2023/06/19 08:00 | Alex M Pujolras v Lorenzo Rottoli | 6-0,7-6 |
| Challenger Perugia | 2023/06/11 08:00 | Lorenzo Rottoli v Matteo Martineau | 2-6,6-7 |
| Challenger Milan | 2023/07/06 10:15 | Matteo Gigante v Giovanni Oradini | 6-1,6-2 |
| Challenger Milan | 2023/07/04 11:45 | Giovanni Oradini v Oleksii Krutykh | 6-2,1-6,6-3 |
| Challenger Milan | 2023/07/03 09:40 | Dmitry Popko v Giovanni Oradini | 6-1,3-6,5-7 |
| Challenger Milan | 2023/07/02 12:20 | Giovanni Oradini v Carlos Taberner | 6-7,6-3,6-3 |
| Challenger Modena | 2023/06/25 10:10 | Alibek Kachmazov v Giovanni Oradini | 6-3,6-7,7-5 |
| Challenger Perugia | 2023/06/11 11:55 | Giovanni Oradini v Alexander Weis | 1-6,4-6 |
| Challenger Vicenza | 2023/05/28 10:00 | Giovanni Oradini v Edoardo Lavagno | 0-6,6-3,3-6 |
| ITF M15 Warmbad-Villach | 2023/05/25 13:45 | Tim Handel v Giovanni Oradini | 7-5,3-6,6-3 |