Stadium: Court 4 Round: 25 Ground: Clay
| ITF M15 Perugia | 2021/07/20 09:00 | Gabriele Piraino v Luca Tomasetto | 7-5,6-4 |
| ITF M15 Perugia | 2021/07/19 12:00 | Giorgio Tabacco v Gabriele Piraino | 3-6,4-6 |
| ITF M15 Perugia | 2021/07/18 15:30 | Gabriele Piraino v Augusto Virgili | 6-2,6-4 |
| ITF M15 Bergamo | 2021/06/22 14:35 | Gabriele Piraino v Lorenzo Bocchi | 7-6,2-6,3-10 |
| ITF M15 Bergamo | 2021/06/21 21:45 | Edoardo Lavagno v Gabriele Piraino | 3-6,7-6,9-11 |
| ITF M15 Genova | 2021/06/15 11:35 | Gabriele Piraino v Jeffrey Von Der Schulenburg | 6-7,5-7 |
| ITF M15 Antalya | 2021/05/10 07:00 | Sandro Kopp v Gabriele Piraino | 6-2,7-6 |
| ITF M15 Antalya | 2021/05/09 07:00 | Gabriele Piraino v Lukas Pokorny | 4-6,6-2,10-7 |
| ITF M15 L'Aquila | 2021/07/14 11:10 | Davide Galoppini v Luciano Darderi | 1-6,7-6,5-7 |
| ITF M25 Casinalbo | 2021/07/06 08:00 | Davide Galoppini v Francesco Maestrelli | 2-6,6-7 |
| ITF M15 Bergamo | 2021/06/24 11:40 | Davide Galoppini v Matteo Arnaldi | 4-6,1-6 |
| ITF M15 Bergamo | 2021/06/23 14:55 | Davide Galoppini v Roman Andres Burruchaga | 6-4,3-6,6-2 |
| ITF M15 Bergamo | 2021/06/22 09:05 | Davide Galoppini v Ignacio Monzon | 7-5,6-2 |
| ITF M15 Bergamo | 2021/06/21 14:25 | Davide Galoppini v Marco Brugnerotto | 7-5,7-5 |
| ITF M15 Genova | 2021/06/18 19:35 | Edoardo Eremin v Davide Galoppini | 6-3,6-4 |
| ITF M15 Genova | 2021/06/17 11:35 | Davide Galoppini v Mateus Alves | 6-4,7-5 |