Stadion: Central Round: 25 Ground: Hardcourt outdoor
| Challenger - Santiago | 2021/10/14 20:55 | Diego F Flores v Tomas Barrios Vera | 0-6,1-6 |
| Challenger - Santiago | 2021/10/12 14:00 | Rafael Matos v Diego F Flores | 2-6,6-4,4-6 |
| Challenger - Santiago | 2021/10/04 22:55 | Diego F Flores v Nick Chappell | 3-6,6-3,5-7 |
| ITF - M15 - Melilla | 2021/09/25 07:00 | Oscar Mesquida Berg v Diego F Flores | 6-3,7-5 |
| ITF - M15 - Melilla | 2021/09/24 10:00 | Aaron Cohen v Diego F Flores | 3-6,6-4,3-6 |
| ITF - M25 - Sintra | 2021/09/15 11:55 | Yuta Shimizu v Diego F Flores | 6-2,6-7,6-2 |
| ITF - M25 - Sintra | 2021/09/14 13:15 | Diego F Flores v Hans Albert Schubert | 6-2,6-3 |
| ITF - M25 - Sintra | 2021/09/13 15:05 | Diego F Flores v Jaime Faria | 6-3,6-2 |
| ITF - M15 - Selva Gardena | 2021/10/26 11:15 | Marco Brugnerotto v Federico Salomone | 4-6,6-4,3-6 |
| ITF - M15 - Monastir | 2021/07/27 14:00 | Marco Brugnerotto v Rimpei Kawakami | 7-6,3-6,2-6 |
| ITF - M25 - Ajaccio | 2021/07/08 17:00 | Marco Brugnerotto v Maxime Hamou | 3-6,1-6 |
| ITF - M25 - Ajaccio | 2021/07/06 15:30 | Hugo Pontico v Marco Brugnerotto | 6-0,2-6,5-7 |
| ITF - M25 - Bakio | 2021/06/29 08:00 | Marco Brugnerotto v Osgar O'Hoisin | 2-6,6-4,8-10 |
| ITF - M15 - Bergamo | 2021/06/21 14:25 | Davide Galoppini v Marco Brugnerotto | 7-5,7-5 |
| ITF - M15 - Genua | 2021/06/14 07:00 | Maxime Mora v Marco Brugnerotto | 6-7,6-4,10-8 |
| ITF - M15 - Neu-Delhi | 2021/04/01 06:40 | Marco Brugnerotto v Simon Carr | 4-6,3-6 |