Stadium: Center Court Round: 26 Ground: Hardcourt outdoor
| 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 Vicenza | 2023/05/30 10:20 | Lorenzo Rottoli v Marco Trungelliti | 3-6,1-6 |
| ITF M25 Reggio Emilia | 2023/05/17 11:45 | Lorenzo Rottoli v Kyle Edmund | 0-6,6-7 |
| ITF M25 Santa Margherita | 2023/04/29 09:00 | Lorenzo Rottoli v Giovanni Oradini | 6-1,6-2 |
| ITF M25 Santa Margherita | 2023/04/28 09:00 | Lorenzo Rottoli v Lukas Neumayer | 2-6,6-1,7-6 |
| ITF M15 Bergamo | 2023/06/28 11:10 | Luca Castagnola v Niccolo Catini | 2-6,4-6 |
| ITF M15 Chieti | 2023/06/14 08:50 | Niccolo Catini v Marcello Serafini | 3-6,2-6 |
| ITF M15 Frascati | 2023/06/07 08:55 | Niccolo Catini v Andrey Chepelev | 6-4,1-6,4-6 |
| ITF M25 Rome | 2023/05/28 08:00 | Niccolo Catini v Stefano Baldoni | 7-5,4-6,8-10 |
| ITF M15 Doboj | 2023/05/12 08:45 | Niccolo Catini v Viacheslav Bielinskyi | 3-6,1-6 |
| ITF M15 Doboj | 2023/05/10 11:15 | Niccolo Catini v Daniel Bagnolini | 3-6,6-3,6-0 |
| ITF M15 Heraklion | 2023/03/20 10:30 | Niccolo Catini v Richard Zusman | 6-4,4-6,6-10 |
| ITF M15 Heraklion | 2023/03/16 08:00 | Niccolo Catini v Kai Lemstra | 3-6,1-6 |