Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Bolzano | 2021/08/02 07:05 | Augusto Virgili v Leonardo Rossi | 6-4,3-6,10-8 |
| ITF M25 Ajaccio | 2021/07/04 15:30 | Clement Chidekh v Leonardo Rossi | 6-3,6-2 |
| ITF M15 Cairo | 2021/04/25 12:30 | Leonardo Rossi v Olexiy Kolisnyk | 5-7,6-1,2-10 |
| ITF M15 Cairo | 2021/04/19 09:30 | Leonardo Rossi v Benedikt Henning | 6-7,4-6 |
| ITF M15 Cairo | 2021/04/12 08:30 | Jorge Martinez Martinez v Leonardo Rossi | 6-3,6-3 |
| ITF M15 Cairo | 2021/04/11 09:00 | Leonardo Rossi v Benedikt Henning | 7-6,7-6 |
| ITF M15 Opatija | 2021/03/22 12:30 | Aleksandre Bakshi v Leonardo Rossi | 6-2,6-2 |
| ITF M15 Opatija | 2021/03/21 11:00 | Leonardo Rossi v Paolo Dagnino | 6-4,6-3 |
| ITF M15 Monastir | 2021/07/27 08:00 | Antonio Massara v Rishab Agarwal | 6-4,2-6,4-6 |
| ITF M25 Casinalbo | 2021/07/06 07:30 | Antonio Massara v Alessandro Ragazzi | 3-6,5-7 |
| ITF M15 Antalya | 2021/05/18 07:00 | Cezar Cretu v Antonio Massara | 3-6,6-3,10-6 |
| ITF M15 Antalya | 2021/05/17 07:00 | Santiago De La Fuente v Antonio Massara | 6-7,2-6 |
| ITF M15 Antalya | 2021/05/16 07:00 | Stefanos Sakellaridis v Antonio Massara | 3-6,3-6 |
| ITF M15 Antalya | 2021/05/12 11:35 | Alexander Erler v Antonio Massara | 6-3,6-2 |
| ITF M15 Antalya | 2021/05/03 07:00 | Gerald Melzer v Antonio Massara | 6-2,6-3 |
| ITF M15 Antalya | 2021/05/02 06:00 | Arvid Nordquist v Antonio Massara | 5-7,2-6 |