Stadium: Court 7 - Center Round: 44 Ground: Clay
| ITF M15 Ulcinj | 2021/09/05 07:30 | Milo Gazivoda v Pietro Marino | 3-6,5-7 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Milo Gazivoda v Matthew Dellavedova | 0-6,3-6 |
| ITF M15 Ulcinj | 2021/08/29 11:30 | Zugic, Matija v Milo Gazivoda | 3-6,3-6 |
| ITF - M15 Manacor | 2021/01/11 11:45 | Milo Gazivoda v Louis Dussin | 0-6,0-6 |
| ITF - M15 Manacor | 2021/01/10 09:30 | Milo Gazivoda v Wolfschmidt, Alexander | 7-5,6-3 |
| ITF - M15 Manacor | 2021/01/03 10:30 | Milo Gazivoda v Nincevic, Frane | 6-7,2-6 |
| ITF M25 Lesa | 2021/08/23 09:30 | Inserra, Nicolo v Giannicola Misasi | 5-7,5-7 |
| ITF M25 Lesa | 2021/08/22 07:00 | Inserra, Nicolo v Kirchlechner, Tobias | 6-4,6-1 |
| ITF M15 Pescara | 2021/08/16 07:30 | Broville, Maxence v Inserra, Nicolo | 6-3,6-2 |
| ITF M15 Pescara | 2021/08/15 11:00 | Inserra, Nicolo v Luca Parenti | 6-3,7-5 |
| ITF M15 Perugia | 2021/07/19 14:30 | Inserra, Nicolo v Bertuccioli, Federico | 6-4,3-6,6-10 |
| ITF M15 Perugia | 2021/07/18 12:00 | Solomatin, Igor v Inserra, Nicolo | 4-6,2-6 |
| ITF M25 Casinalbo | 2021/07/06 11:30 | Inserra, Nicolo v Balzerani, Riccardo | 6-3,0-6,3-6 |
| ITF M25 Casinalbo | 2021/07/05 07:40 | Inserra, Nicolo v Federico Salomone | 7-5,4-6,7-10 |