Stadium: Court 2 Round: 54 Ground: Hardcourt indoor
| ITF M15 Bad Waltersdorf | 2021/08/29 07:00 | Chiari, Leonardo v Kris Krawcewicz | 3-6,1-6 |
| ITF M15 Warmbad-Villach | 2021/08/16 12:30 | Chiari, Leonardo v Ondrej Horak | 3-6,2-6 |
| ITF M25 Bolzano | 2021/08/02 09:15 | Chiari, Leonardo v Federico Marchetti | 1-6,3-6 |
| ITF M25 Casinalbo | 2021/07/04 11:45 | Chiari, Leonardo v Ragazzi, Alessandro | 1-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2020/03/09 08:00 | Uzhylovsky, Vladimir v Chiari, Leonardo | 6-1,6-3 |
| ITF - M15 Sharm El Sheikh | 2020/03/02 08:00 | Chiari, Leonardo v Uzhylovsky, Vladimir | 0-6,0-6 |
| ITF - M15 Monastir | 2020/02/17 08:30 | Chiari, Leonardo v Sai K R Ganta | 4-6,3-6 |
| ITF - M15 Monastir | 2020/02/16 08:00 | Chiari, Leonardo v Affes, Mhamed | 6-1,6-1 |
| ITF - M15 Sharm El Sheikh | 2021/10/06 08:00 | Lorenzo Bocchi v Federico Salomone | 1-6,6-3,6-1 |
| ITF - M15 Sharm El Sheikh | 2021/10/05 09:35 | Federico Salomone v Yuttana Charoenphon | 3-6,7-6,10-3 |
| ITF - M15 Sharm El Sheikh | 2021/10/04 08:00 | Santiago De La Fuente v Federico Salomone | 3-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2021/10/03 08:00 | Federico Salomone v Mark Neyelov | 6-4,7-5 |
| ITF - M15 Monastir | 2021/08/17 07:30 | Federico Salomone v Kai Lemstra | 4-6,6-4,8-10 |
| ITF - M15 Monastir | 2021/08/16 07:30 | Federico Salomone v Syed Naguib, Syed Mohd Agil | 6-2,6-2 |
| ITF - M15 Monastir | 2021/08/15 07:30 | Grigoriy Lomakin v Federico Salomone | 2-6,5-7 |
| ITF - M15 Monastir | 2021/08/09 07:30 | Federico Salomone v Baird, Drew | 4-6,2-6 |