Stadium: Center Court Round: 26 Ground: Clay
| Challenger Milan | 2023/07/04 08:00 | Raul Brancaccio v Lautaro Midon | 1-6,7-5,0-6 |
| Challenger Modena | 2023/06/25 09:30 | Alexander Weis v Lautaro Midon | 7-5,6-1 |
| ITF M15 Kursumlijska Banja | 2023/06/23 09:05 | Lautaro Midon v Federico Agustin Gomez | 1-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/06/22 10:35 | Sean Hess v Lautaro Midon | 1-6,0-6 |
| ITF M15 Kursumlijska Banja | 2023/06/21 08:50 | Lautaro Midon v Piotr Czaczkowski | 6-3,6-2 |
| ITF M15 Kursumlijska Banja | 2023/06/17 12:00 | Lautaro Midon v Gabriel Donev | 0-6,5-7 |
| ITF M15 Kursumlijska Banja | 2023/06/14 10:50 | Lautaro Midon v Marko Stakusic | 6-3,6-2 |
| ITF M25 Kursumlijska Banja | 2023/06/09 08:00 | Luka Pavlovic v Lautaro Midon | 7-6,6-0 |
| Challenger Milan | 2023/07/03 10:05 | Francesco Forti v Lucio Carnevalle | 6-3,6-1 |
| Challenger Milan | 2023/07/02 12:50 | Francesco Forti v Jacopo Gianno | 6-0,6-2 |
| Challenger Modena | 2023/06/28 13:10 | Terence Atmane v Francesco Forti | 6-3,6-4 |
| Challenger Modena | 2023/06/27 10:30 | Marcello Serafini v Francesco Forti | 2-6,6-7 |
| Challenger Modena | 2023/06/26 10:40 | Jules Marie v Francesco Forti | 6-7,4-6 |
| Challenger Modena | 2023/06/25 13:05 | Evgeny Karlovskiy v Francesco Forti | 3-6,4-6 |
| Challenger Parma | 2023/06/19 13:30 | Federico Gaio v Francesco Forti | 7-6,7-6 |
| Challenger Perugia | 2023/06/12 09:30 | Oriol Roca Batalla v Francesco Forti | 6-4,6-3 |