Stadium: Court 4 Round: 62 Ground: Clay
| ITF M15 Heraklion | 2021/11/21 11:00 | Gian M Di Natale v Sean Hodkin | 2-6,2-6 |
| ITF M15 Heraklion | 2021/11/14 12:00 | Gian M Di Natale v Roi Ginat | 3-6,5-7 |
| ITF M15 Sharm El Sheikh | 2021/10/26 07:30 | Saba Purtseladze v Gian M Di Natale | 6-1,6-2 |
| ITF M15 Sharm El Sheikh | 2021/10/25 07:00 | Sebastian Sorger v Gian M Di Natale | 7-6,2-6,9-11 |
| ITF M15 Sharm El Sheikh | 2021/10/18 07:00 | Gian M Di Natale v Bryan Aguiar Kuntz | 6-7,7-6,6-10 |
| ITF M15 Sharm El Sheikh | 2021/10/17 07:00 | Gian M Di Natale v Adam Hobbs | 6-0,6-0 |
| ITF M15 Cairo | 2021/09/26 10:00 | Gabriel Ciro Da Silva v Gian M Di Natale | 6-4,6-3 |
| ITF M15 Cairo | 2021/09/20 09:00 | Gian M Di Natale v Roland Stuurman | 3-6,4-6 |
| ITF M15 Monastir | 2021/12/22 09:25 | Nikolay Vylegzhanin v Luca Castagnola | 6-0,6-4 |
| ITF M15 Monastir | 2021/12/20 12:30 | Martyn Pawelski v Luca Castagnola | 4-6,1-6 |
| ITF M15 Monastir | 2021/12/20 08:00 | Thomas George Brun v Luca Castagnola | 1-6,1-6 |
| ITF M15 Monastir | 2021/12/13 13:30 | Ryuki Matsuda v Luca Castagnola | 7-5,6-1 |
| ITF M15 Platja D'Aro | 2021/10/03 09:30 | Max Houkes v Luca Castagnola | 6-4,6-1 |
| ITF M25 Skopje | 2021/09/29 10:30 | Luca Castagnola v Matteo Arnaldi | 2-6,3-6 |
| ITF M25 Skopje | 2021/09/28 09:20 | Luca Castagnola v Sabit Suntic | 6-2,6-3 |
| ITF M25 Skopje | 2021/09/27 12:40 | Tomislav Jotovski v Luca Castagnola | 0-6,4-6 |