Stadium: Court 6 Round: 44 Ground: Clay
| ITF M15 Ulcinj | 2021/09/12 08:00 | Felipe Mikkelsen v Leonardo Rossi | 2-6,1-6 |
| ITF M25 Lesa | 2021/08/22 07:00 | Leonardo Rossi v Zanada, Edoardo | 0-6,3-6 |
| ITF M15 Warmbad-Villach | 2021/08/17 13:00 | Ribero, Franco v Leonardo Rossi | 3-6,6-4,10-4 |
| ITF M15 Warmbad-Villach | 2021/08/16 12:30 | Leonardo Rossi v 사켈라리디스, 미칼리스 | 7-6,6-4 |
| ITF M25 Bolzano | 2021/08/02 07:05 | 비르길리, 오거스토 v Leonardo Rossi | 6-4,3-6,10-8 |
| ITF M25 Ajaccio | 2021/07/04 15:30 | 치데크, 클레멘트 v Leonardo Rossi | 6-3,6-2 |
| ITF M15 Cairo | 2021/04/25 12:30 | Leonardo Rossi v Kolisnyk, Olexiy | 5-7,6-1,2-10 |
| ITF M15 Cairo | 2021/04/19 09:30 | Leonardo Rossi v Henning, Benedikt | 6-7,4-6 |
| ITF M15 Ulcinj | 2021/09/08 09:55 | Gabriele Piraino v 라바그노, 에도알도 | 6-7,2-6 |
| ITF M15 Ulcinj | 2021/09/06 13:00 | Gabriele Piraino v 조토브스키, 토미슬라브 | 6-3,6-0 |
| ITF M15 Ulcinj | 2021/09/06 07:30 | Gabriele Piraino v 리에더, 호스트 | 7-6,6-1 |
| Challenger Como | 2021/08/29 14:45 | Gabriele Piraino v 아가메논, 프란코 | 2-6,2-6 |
| Challenger Barletta | 2021/08/23 11:00 | 바바소리, 안드레아 v Gabriele Piraino | 6-2,5-7,6-3 |
| Challenger Barletta | 2021/08/22 14:45 | Gabriele Piraino v Lopez San Martin, Alvaro | 7-6,3-6,7-5 |
| ITF M15 Pescara | 2021/08/17 10:25 | Gabriele Piraino v 무시알레크, 알렉시스 | 4-6,2-6 |
| Cordenons, Italy | 2021/08/02 11:55 | 곤잘레즈, 알레잔드로 (COL) v Gabriele Piraino | 6-3,6-2 |